Consumer product including delivery particles having high core-wall ratio

Abstract

To provide a consumer product composition including high capacity delivery particles containing one or more benefit agents whose core includes an aldehyde and / or ketone part.SOLUTION: A consumer product composition includes a consumer product auxiliary material and a group of delivery particles. The delivery particles include a core and a polymer wall surrounding the core, preferably a poly(meth)acrylate polymer wall. A weight ratio of a core material and a wall polymer of the delivery particles is relatively high (for example, at least 95:5).SELECTED DRAWING: None

Description

Technical Field

[0001] The present disclosure relates to a consumer product composition comprising a consumer product adjunct material and a population of delivery particles, the delivery particles comprising a core and a polymeric wall surrounding the core, and for example, the weight ratio of the core material of the delivery particles to the wall polymer is at least 95:5. The present disclosure also relates to related methods.

Background Art

[0002] Core / shell delivery particles can be an efficient and desirable way to deliver beneficial agents in various consumer products. Typical delivery particles often include a polymeric wall surrounding a core, and the core contains the beneficial agent. The formation of the polymeric wall can be facilitated or improved by wall promoters such as free radical initiators and / or crosslinking agents. For reasons of delivery efficiency, it may be desirable to use delivery particles having a relatively high packing capacity (e.g., high core:weight ratio).

[0003] Some commonly encapsulated beneficial agents contain certain carbonyl groups such as aldehyde or ketone moieties. For example, many fragrance ingredients such as decyl aldehyde or gravascon (i.e., neobutenone) contain such moieties. When the delivery particles are made using a conventional core:wall weight ratio (e.g., 80:20 or even 90:10), aldehyde-containing and / or ketone-containing beneficial agents can be conveniently and efficiently encapsulated.

[0004] However, when beneficial agents containing such materials are encapsulated at a relatively high core:wall weight ratio (e.g., 95:5 or higher), the efficiency of the resulting delivery particles has been found to be much lower. For example, relatively little beneficial agent may be encapsulated and instead remain free. In addition, the delivery particles can have a relatively high leakage rate in the consumer product composition.

Summary of the Invention

Problems to be Solved by the Invention

[0005] Accordingly, there is a need for consumer products that include high-capacity delivery particles that provide improved performance, particularly when the core includes one or more beneficial agents that include aldehyde and / or ketone moieties. **Means for Solving the Problems**

[0006] The present disclosure relates to a consumer product composition that includes a population of delivery particles. For example, the present disclosure relates to a consumer product composition that includes a consumer product adjunct material and a population of delivery particles, where the delivery particles include a core and a polymeric wall surrounding the core, and, for example, the weight ratio of the core material to the wall polymer of the delivery particles is at least 95:5.

[0007] The delivery particles according to the present disclosure can be obtained by a method that includes: (a) providing a core material and a wall-forming material, where the wall-forming material includes a structural monomer and a free radical initiator, the core material includes a beneficial agent and a shielding agent, the beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof; and (b) encapsulating the core material in a polymeric wall made at least in part from the wall-forming material to form a population of core / shell delivery particles, where the weight ratio of the core material to the wall polymer is at least 95:5.

[0008] The delivery particles according to the present disclosure may include a material and a polymeric wall surrounding the core material, where the weight ratio of the core material to the polymeric wall is at least 95:5, the polymeric wall includes a wall polymer obtainable from a wall-forming material, the wall-forming material includes a structural monomer and a free radical initiator, the core material includes a beneficial agent and a shielding agent, the beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0009] Delivery particles according to the present disclosure may include a core material and a polymer wall surrounding the core material, the weight ratio of the core material to the polymer wall is at least 95:5, the polymer wall is formed by a free radical polymerization process, the core material includes a beneficial agent and a shielding agent, the beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0010] The present disclosure also relates to a method of treating a surface, the method optionally includes contacting the surface with a consumer product composition according to the present disclosure in the presence of water.

DETAILED DESCRIPTION OF THE INVENTION

[0011] The present disclosure relates to consumer products containing delivery particles characterized by a high core:wall weight ratio. The delivery particles include a core containing a beneficial agent, and the beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof. The polymer wall of the delivery particles is formed from a wall-forming material including a structural wall monomer and a wall-promoting material such as a free radical initiator and / or a crosslinking agent.

[0012] When delivery particles having a relatively high core:wall weight ratio (e.g., 95:5 or greater) are formed from such materials, the resulting capsules have been found to be characterized by relatively poor performance such as insufficient encapsulation efficiency and / or leakage in consumer products. Without being bound by theory, it is believed that the aldehyde and / or ketone moieties of the beneficial agent interact with the wall-forming material and inhibit their reaction with the structural wall monomers. For example, a beneficial agent containing an aldehyde, a ketone (including an unsaturated ketone), or a mixture thereof can interact with, for example, a free radical initiator and / or fragmented radicals formed from the initiator, thereby interfering with the wall formation of the delivery particles. This interference is likely to occur particularly in particle systems with a high core:wall ratio, because while the concentrations of the initiator and wall monomers are relatively diluted, the beneficial agent to be encapsulated is relatively abundant. In addition, considering the relative amounts of the materials present in particular, the interference interactions associated with the beneficial agent can also include hydrogen bonding and / or dipole moment interactions, which can occur with both the initiator and the wall monomers. As a result, the delivery particles are characterized by relatively poor polymer wall formation.

[0013] This is thought to be less of a problem for delivery particles having a relatively low core:weight ratio. Since the relative amount of the structural wall monomer is much larger, the resulting polymer wall is sufficiently robust despite the possible inhibition by the wall-promoting material. However, such particles generally feature a relatively low, and thus less desirable, filling capacity.

[0014] Surprisingly, it has been found that improved high-capacity delivery particles can be substantially produced in the presence of certain shielding agents. The shielding agents are selected to interact with aldehyde- or ketone-containing beneficial agents, for example, due to stronger hydrogen bonding and dipole moment interactions and / or ultimately due to the formation of, for example, Schiff bases and / or Michael adducts (partially or fully in equilibrium). In this way, the interaction between the interfering beneficial agent (e.g., fragrance ingredient) and the free radical initiator, fragmented radical, or even the wall monomer is restricted. Thus, the detrimental interaction between the beneficial agent and the polymer wall production method is inhibited, and as a result, a relatively more robust polymer wall is formed by the wall-forming materials (e.g., initiator and monomer), particularly in delivery particles having a relatively high core:wall weight ratio.

[0015] In addition, it may be preferable to select a shielding agent that forms only a temporary interaction with the aldehyde- or ketone-containing beneficial agent. At some point after the polymer wall is formed, the shielding agent and the beneficial agent must be able to separate, thereby releasing the beneficial agent and providing the intended benefit to the target article or surface. As an example, there may be an unstable covalent bond between the shielding agent and the beneficial agent during polymer wall formation, but the bond can be broken at the desired touch point. This separation can occur before, during, or after the use of the consumer product, preferably after the particle wall formation is complete.

[0016] The consumer products, delivery particles, their components, and related methods of the present disclosure are discussed in more detail below.

[0017] As used herein, the articles "a" and "an" when used in the claims are understood to mean one or more of what is claimed or described. As used herein, the terms "include", "includes", and "including" are meant to be non-limiting. The compositions of the present disclosure can comprise, consist essentially of, or consist of the components of the present disclosure.

[0018] In this specification, the terms "substantially free of" or "substantially free from" may be used. This means that the indicated material is present in minimal amounts and is not intentionally added to the composition to form part of the composition, or preferably, is not present at analytically detectable concentrations. It means that the indicated material is present only as an impurity in one of the other materials intentionally included, including the composition. The indicated material, if present, may be present at a concentration of less than 1% by weight, or less than 0.1% by weight, or less than 0.01% by weight, or even 0% by weight of the composition.

[0019] As used herein, "consumer product" means baby care, beauty care, fabric and home care, family care, feminine care, and / or health care products or devices that are intended for use or consumption in the form in which they are sold and not for subsequent commercial manufacture or modification. Such products include diapers, bibs, wipes; products and / or methods related to treating human hair (including bleaching, coloring, hair dyeing, conditioning, shampooing, styling); deodorants and antiperspirants; personal cleansing; skin care including application of creams, lotions, and other topical products for consumer use; and shaving products, products and / or methods related to treating fabric, hard surfaces, and any other surface in the fabric and home care fields (including air care, automotive care, dishwashing, fabric conditioning (including softening), laundry detergents, laundry and rinse additives and / or care, hard surface cleaning and / or treatment, and other cleaning for consumer or commercial use); products and / or methods related to toilet paper, tissues, paper handkerchiefs, and / or paper towels; tampons, feminine napkins; adult incontinence products; products and / or methods related to oral care, including toothpaste, tooth gel, mouthwash, denture adhesives, teeth whitening agents; over-the-counter health care including cough and cold remedies; pest control products; and water purification, among others, but not limited to these.

[0020] As used herein, the phrase "fabric care composition" includes compositions and formulations designed for treating fabrics. Such compositions include laundry washing compositions and detergents, fabric softening compositions, fabric enhancing compositions, fabric deodorizing compositions, pre-wash detergents, pre-treatment agents, laundry additives, spray products, dry cleaning agents or compositions, post-wash rinse additives, cleaning additives, post-rinse fabric treatment agents, ironing aids, unit dose formulations, delayed delivery formulations, detergents contained on or in a porous substrate or nonwoven sheet, and other suitable forms that may be apparent to those skilled in the art in view of the teachings herein, but are not limited thereto. Such compositions can be used as pre-treatment agents, post-treatment agents for laundry, or can be added during the rinse or wash cycle of a laundry operation.

[0021] As used herein, references to the term "(meth)acrylate" or "(meth)acrylic" are to be understood to mean both the acrylate and methacrylate versions of the designated monomer, oligomer, and / or prepolymer. For example, "allyl (meth)acrylate" indicates the possibility of both allyl methacrylate and allyl acrylate, and similarly, references to alkyl esters of (meth)acrylic acid indicate the possibility of both alkyl esters of acrylic acid and alkyl esters of methacrylic acid, and similarly, poly(meth)acrylate indicates the possibility of both polyacrylate and polymethacrylate. Poly(meth)acrylate materials include, for example, polyester poly(meth)acrylate, urethane and polyurethane poly(meth)acrylate (especially those prepared by reaction of hydroxyalkyl (meth)acrylate with polyisocyanate or urethane polyisocyanate), methyl cyanoacrylate, ethyl cyanoacrylate, diethylene glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, ethylene glycol di(meth)acrylate, allyl (meth)acrylate, glycidyl (meth)acrylate, (meth)acrylate-functional silicone, di-, tri-, and tetraethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, di(pentamethylene glycol) di(meth)acrylate, ethylene di(meth)acrylate, neopentyl glycol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, ethoxylated bisphenol A di(meth)acrylate, bisphenol A di(meth)acrylate, diglycerol di(meth)acrylate, tetraethylene glycol dichloroacrylate, 1,3-butanediol di(meth)acrylate, neopentyl di(meth)acrylate, trimethylolpropane tri(meth)acrylate, and various polyfunctional (meth)acrylates, and are intended to encompass a wide range of polymeric materials. Monofunctional (meth)acrylates, i.e., those containing only one (meth)acrylate group, may also be advantageously used.Typical mono (meth) acrylates include 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, cyanoethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, p-dimethylaminoethyl (meth) acrylate, lauryl (meth) acrylate, cyclohexyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, chlorobenzyl (meth) acrylate, aminoalkyl (meth) acrylate, various alkyl (meth) acrylates, and glycidyl (meth) acrylate. Mixtures with (meth) acrylate or their derivatives, as well as combinations of one or more (meth) acrylate monomers, oligomers, and / or prepolymers or their derivatives with other copolymerizable monomers including acrylonitrile and methacrylonitrile may also be used as well.

[0022] As used herein, the terms "delivery particle", "particle", "capsule", "microcapsule", and "capsule" are used interchangeably unless otherwise indicated. As used herein, these terms typically refer to core / shell delivery particles.

[0023] For ease of reference in this specification and the claims, the term "monomer" or "monomers" as used herein with respect to the structural material forming the wall polymer of the delivery particle should be understood as monomers, but also includes oligomers and / or prepolymers formed from specific monomers.

[0024] As used herein, the terms "free radical initiator", "free radical initiating agent", "initiator", and "initiating agent" are used interchangeably unless otherwise indicated.

[0025] Unless otherwise noted, all concentrations of components or compositions are with respect to the active portion of such components or compositions, excluding any impurities that may be present in commercial sources of such components or compositions, such as residual solvents or by-products.

[0026] All temperatures in this specification are in degrees Celsius (°C) unless otherwise indicated. Unless otherwise specified, all measurements in this specification are carried out at 20°C and atmospheric pressure.

[0027] In all embodiments of the present disclosure, all percentages are by weight of the total composition unless specifically stated otherwise. Unless specifically stated otherwise, all ratios are weight ratios.

[0028] It should be understood that all upper numerical limits given throughout this specification include all lower numerical limits to the same extent as if such lower numerical limits were expressly recited herein. All lower numerical limits given throughout this specification shall include all higher numerical limits to the same extent as if such higher numerical limits were expressly recited herein. All numerical ranges given throughout this specification shall include any and all narrower numerical ranges that fall within such broad numerical ranges to the same extent as if such narrower numerical ranges were all expressly recited herein.

[0029] Consumer product composition The present disclosure relates to consumer product compositions (or simply "compositions" as used herein). The compositions of the present disclosure can include a population of delivery particles and a consumer product adjunct material, each of which is described in more detail below.

[0030] The consumer product compositions of the present disclosure can be useful for baby care, beauty care, fabric care, home care, family care, feminine care, and / or health care applications. The consumer product compositions can be useful for treating surfaces such as fabrics, hair, or skin. The consumer product compositions may be intended to be used or consumed in the form in which they are sold. The consumer product compositions may not be intended for subsequent commercial manufacture or modification.

[0031] The consumer product compositions can be fabric care compositions, hard surface cleaner compositions, dish care compositions, hair care compositions (such as shampoos or conditioners), body cleansing compositions, or mixtures thereof.

[0032] The consumer product compositions can be fabric care compositions such as laundry detergent compositions (including heavy duty liquid detergents or unit dose articles), fabric conditioning compositions (including liquid fabric softening and / or enhancing compositions), laundry additives, fabric pretreatment compositions (including sprays, pourable liquids, or sprays), fabric refresher compositions (including sprays), or mixtures thereof.

[0033] The compositions can be beauty care compositions, such as hair treatment products (including shampoos and / or conditioners), skin care products (including creams, lotions, or other topically applicable products for consumer use), shaving care products (including shaving lotions, foams, or pre- or post-shave treatments), personal cleansing products (including liquid body washes, liquid hand soaps, and / or bar soaps), deodorants and / or antiperspirants, or mixtures thereof.

[0034] The compositions can be home care compositions such as air care, car care, dishwashing, hard surface cleaning and / or treatment, and other cleaning for consumers or businesses.

[0035] The consumer product composition can be in the form of a liquid composition, a granular composition, a hydrocolloid, a single-compartment pouch, a multi-compartment pouch, a soluble sheet, a troche or bead, a fibrous article, a tablet, a stick, a bar, a flake, a foam / mousse, a non-woven sheet, or a mixture thereof.

[0036] The composition may be in liquid form. The liquid composition may contain from about 30 wt% or from about 40 wt% or from about 50 wt% to about 99 wt% or to about 95 wt% or to about 90 wt% or to about 75 wt% or to about 70 wt% or to about 60 wt% of water in the composition. The liquid composition can be a liquid laundry detergent, a liquid fabric softener, a liquid dishwashing detergent, a hair shampoo, a hair conditioner, or a mixture thereof.

[0037] The composition may be in solid form. The solid composition may be a powdery or granular composition. Such a composition may be agglomerated or spray-dried. Such a composition may comprise a plurality of granules or particles, at least some of which may comprise a plurality of granules or particles containing different compositions. The composition may be a powdery or granular cleaning composition that may contain a bleaching agent. The composition may be in the form of beads or troches, which may be formed into tablets from a liquid melt. The composition may be an extruded product.

[0038] The composition may be in the form of unit dose articles such as tablets, pouches, sheets, or fibrous articles. Such pouches typically include a water-soluble film that at least partially encloses the composition, for example, a polyvinyl alcohol water-soluble film. Suitable films are available from MonoSol, LLC (Indiana, USA). The composition can be enclosed in a single-compartment pouch or a multi-compartment pouch. The multi-compartment pouch may have at least two, at least three, or at least four compartments. The multi-compartment pouch may include compartments arranged side by side and / or stacked. The composition contained in the pouch or its compartments may be a liquid, a solid (such as a powder), or a combination thereof. The composition in the form of a pouch may have a relatively small amount of water, for example, less than about 20 wt%, or less than about 15 wt%, or less than about 12 wt%, or less than about 10 wt%, or less than about 8 wt% of water in a detergent composition.

[0039] The composition may be in the form of a spray, for example, dispensed from a bottle via a trigger spray and / or an aerosol container having a valve.

[0040] The composition is -1 at 20 seconds

[0041] Additional components and / or features of the composition, such as delivery particles and consumer product adjunct materials, are discussed in more detail below.

[0042] Group of delivery particles The consumer product composition of the present disclosure includes a group of delivery particles.

[0043] The composition may contain from about 0.05 wt% to about 20 wt%, or from about 0.05 wt% to about 10 wt%, or from about 0.1 wt% to about 5 wt%, or from about 0.2 wt% to about 2 wt% of delivery particles. The composition may contain an amount of delivery particles sufficient to provide from about 0.05 wt% to about 10 wt%, or from about 0.1 wt% to about 5 wt%, or from about 0.1 wt% to about 2 wt% of a beneficial agent to the composition, which may preferably be a fragrance ingredient and is encapsulated in the core of the delivery particle and provided to the composition. When the amount or weight percentage of the delivery particle is discussed herein, it means the total of the wall material and the core material.

[0044] Delivery particles typically include a core and a polymeric wall (or simply "wall" as used herein), and the polymeric wall surrounds the core. As described in more detail below, the core may include a beneficial agent, a shielding agent, and optionally, a partitioning regulator, and the wall includes a wall polymer derivable from wall-forming materials such as a structural monomer and a free radical initiator.

[0045] Delivery particles can be obtained by a method comprising: (a) providing a core material and a wall-forming material, wherein the wall-forming material includes a structural monomer and a free radical initiator, the core material includes a beneficial agent and a shielding agent, the beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof; and (b) encapsulating the core material in a polymeric wall at least partially made from the wall-forming material to form a population of core / shell delivery particles, wherein the weight ratio of the core material to the wall polymer is at least 95:5.

[0046] In the present disclosure, the statement that the masking agent can form a complex with the relevant beneficial agent means any suitable interaction between the masking agent and the relevant beneficial agent, including chemical reactions, dipole-dipole, moment, hydrogen bonding, etc., preferably including chemical reactions. At least a part of the beneficial agent in question and a part of the masking agent may preferably exist as a complex that may include a covalently bonded compound, because such a compound is relatively stable during storage and / or processing conditions.

[0047] The delivery particles of the present disclosure may include a core material and a polymer wall surrounding the core material. The weight ratio of the core material to the polymer wall is at least 95:5. The polymer wall includes a wall polymer obtainable from a wall-forming material. The wall-forming material includes a structural monomer and a free radical initiator. The core material includes a beneficial agent and a masking agent. The beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof. The masking agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0048] The delivery particles of the present disclosure may include a core material and a polymer wall surrounding the core material. The weight ratio of the core material to the polymer wall is at least 95:5. The polymer wall is formed by a free radical polymerization process. The core material includes a beneficial agent and a masking agent. The beneficial agent includes an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof. The masking agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0049] The delivery particles may be characterized by a volume-weighted median particle diameter of about 10 to about 100 microns, preferably about 15 to about 60 microns, more preferably about 20 to about 50 microns, and even more preferably about 30 to about 40 microns. The particle diameter is determined according to the procedure provided in the chapter of the following test method.

[0050] The group of delivery particles can be characterized by one or more of the following: (i) a 5th percentile volume weighted particle diameter of from about 1 micron to about 15 microns, (ii) a 50th percentile (median) volume weighted particle diameter of from about 30 microns to about 50 microns, (iii) a 90th percentile volume weighted particle diameter of from about 40 microns to about 80 microns, or (iv) a combination thereof.

[0051] The delivery particles can be characterized by a breaking strength. The breaking strength is determined according to the procedure provided in the chapter on test methods below. The group of delivery particles can have an average breaking strength of from about 0.2 MPa to about 30 MPa, or from about 0.4 MPa to about 10 MPa, or from about 0.6 MPa to about 5 MPa, or even from about 0.8 MPa to about 4 MPa (the breaking strength is measured across several capsules at the median of the group / d 50 diameter). The group of delivery particles can have an average breaking strength of from about 0.2 MPa to about 10 MPa, or from about 0.5 MPa to about 8 MPa, or from about 0.5 MPa to about 6 MPa, or from about 0.5 MPa to about 5 MPa, or from about 0.7 MPa to about 4 MPa, or from about 1 MPa to about 3 MPa. The group of delivery particles can have an average breaking strength of from about 0.2 MPa to about 10 MPa, preferably from about 0.5 MPa to about 8 MPa, more preferably from about 0.5 MPa to about 5 MPa. Delivery particles having an average breaking strength at these levels of d 50 are believed to function well at one or more touch points typical of the surface of a fabric treated with a composition according to the present disclosure.

[0052] As described in more detail below, the delivery particles of the present disclosure include a core and a polymer wall surrounding the core. Delivery particles having a high core:wall ratio: can deliver the beneficial agent more efficiently and require less wall material to deliver the same amount of beneficial agent. Further, since the delivery particles have a relatively high loading of beneficial agent, less delivery particle material can be required for a particular composition, saving cost and / or freeing up formulation space.

[0053] The delivery particles of the present disclosure may be characterized by a core-to-polymer wall weight ratio (also referred to herein as the "core:polymer wall ratio," "core wall ratio," "core:wall ratio," or even "C:W ratio"). A relatively high core:wall ratio is typically preferred to increase the delivery efficiency or relative payload of the particles. However, if this ratio is too high, the capsules may become too brittle or leaky, resulting in sub-optimal performance.

[0054] As used herein, the core:polymer wall ratio is understood to be calculated based on the weight of the reacted wall-forming materials (e.g., structural monomers and wall promoters) that make up the polymer wall, and for the purposes of calculation, any captured non-structural materials such as emulsifiers captured in the calculation are excluded. The calculation is based on the starting inputs, i.e., the amounts of the input monomers and wall promoters. The calculation of the sample core:wall polymer ratio is illustrated in Example 1 below. If the amounts of the starting inputs are not readily available, the core:wall ratio is determined according to the analytical determination of the core:wall ratio procedure provided in the Test Methods section.

[0055] The delivery particles, preferably a group of delivery particles, may be characterized by a core-to-polymer wall weight ratio of at least about 95:5, preferably at least about 96:4, more preferably at least about 97:3, even more preferably at least about 98:2, and even more preferably at least about 99:1. The delivery particles, preferably a group of delivery particles, may be characterized by a core-to-polymer wall weight ratio of from about 95:5 to about 99.5:0.5, preferably from about 96:4 to about 99.5:0.5, more preferably from about 96:4 to about 99:1, more preferably from about 97:3 to about 99:1, and even more preferably from about 98:2 to about 99:1. The core-to-polymer wall weight ratio may preferably be from about 95:5 to about 99.5:0.5, more preferably from about 96:4 to about 99:1, more preferably from about 97:3 to about 99:1, and even more preferably from about 97:3 to about 98:2. As described above, such ratios attempt to balance filling efficiency with particle performance or characteristics (e.g., low leakage and / or sufficient breaking strength).

[0056] The components and methods related to the delivery particles of the present disclosure are described in more detail below.

[0057] A. Polymer Wall The delivery particles of the present disclosure include a polymer wall surrounding a core. It should be noted that as used herein, the terms "polymer wall", "wall", and "shell" are used interchangeably unless otherwise indicated.

[0058] The polymer wall may include a wall polymer. The wall polymer can be obtained from or formed from a wall-forming material. These materials are discussed in more detail below.

[0059] 1. Wall Polymer The polymer wall may include a wall polymer. The wall polymer can be obtained from or formed from a wall-forming material. The wall-forming material typically includes a structural monomer and one or more free radical initiators.

[0060] The wall polymer can preferably be formed by a free radical polymerization reaction. Such a wall can be formed from a structural monomer having one or more (preferably 3 to 6) radically polymerizable groups and one or more (preferably 2) free radical initiators.

[0061] The wall polymer preferably includes a poly(meth)acrylate polymer.

[0062] a. Structural Monomer The wall polymer is partially formed from a structural monomer. The structural monomer can form the major part, preferably the majority, by weight of the wall polymer. As shown above, as used herein, "monomer" includes monomers, oligomers, and prepolymers (building blocks substantially used to form the wall polymer).

[0063] At least a part, preferably all, of the structural monomers may be oil-soluble or oil-dispersible. Being oil-soluble or oil-dispersible is particularly beneficial when the beneficial agent is also oil-soluble or oil-dispersible, such as in essential oils, facilitating the encapsulation method conveniently. The structural monomers can be oil-soluble or oil-dispersible polyfunctional monomers. The structural monomers may include (meth)acrylate monomers, which may include oil-soluble or oil-dispersible (meth)acrylate monomers.

[0064] When the polymer wall is at least partially derived from oil-soluble or oil-dispersible structural monomers, the polymer wall may further be derived from water-soluble or water-dispersible monofunctional or polyfunctional monomers containing hydrophilic functional groups. Suitable hydrophilic groups can include amine groups or carboxyl groups.

[0065] The structural monomers can be present at a concentration of at least 50% by weight, preferably at least 60% by weight, preferably at least 70% by weight, more preferably at least 80% by weight of the wall-forming material.

[0066] The structural monomers may include (meth)acrylate monomers. As described in more detail above, the term "(meth)acrylate monomer" is intended to include both acrylate monomers and methacrylate monomers.

[0067] (Meth)acrylate monomers can be present at a concentration of at least 50% by weight, preferably at least 60% by weight, preferably at least 70% by weight, more preferably at least 80% by weight, even more preferably at least 90% by weight, even more preferably at least 95% by weight of the structural monomers. A relatively large amount of (meth)acrylate monomers can result in a desirable poly(meth)acrylate wall material having desirable properties.

[0068] At least one of the structural monomers may contain one or more radically polymerizable groups. At least one of the structural monomers, preferably a (meth)acrylate monomer, may be a polyfunctional structural monomer, preferably a polyfunctional (meth)acrylate monomer. The polyfunctional structural monomer may contain at least 3 radically polymerizable functional groups, preferably at least 4, preferably at least 5, preferably at least 6, more preferably exactly 6 radically polymerizable functional groups. At least one, preferably two or more of the radically polymerizable functional groups may be acrylate or methacrylate. The (meth)acrylate monomer includes a polyfunctional (meth)acrylate monomer having at least 3, preferably at least 4, at least 5, or even at least 6 radically polymerizable functional groups, provided that at least one, more preferably at least 3 of the radically polymerizable groups are acrylate or methacrylate. Monomers containing a relatively large number of radically polymerizable groups are thought to result in delivery particles having a more compact wall and having favorable properties such as less leakage compared to walls formed from monomers having fewer radically polymerizable groups.

[0069] The radically polymerizable functional group may be independently selected from the group consisting of acrylate, methacrylate, styrene, allyl, vinyl, glycidyl, ether, epoxy, carboxyl, or hydroxyl, provided that at least one of the radically polymerizable groups is acrylate or methacrylate. Preferably, at least one, or at least two, or at least three, or at least four, or at least five, or at least six of the radically polymerizable functional groups are acrylate or methacrylate groups. Preferably, the radically polymerizable functional groups are each independently selected from the group consisting of acrylate and methacrylate. These functional groups are thought to result in delivery particles having favorable properties such as less leakage with a high core:wall ratio compared to other functional groups.

[0070] The monomer may include a polyfunctional aromatic urethane acrylate. Preferably, the polyfunctional monomer includes a hexafunctional aromatic urethane acrylate. Additionally or alternatively, the polyfunctional monomer may include a polyfunctional aliphatic urethane acrylate.

[0071] The wall polymer of the polymer wall may be derived from at least two different polyfunctional monomers, such as a first and a second polyfunctional monomer, preferably a first and a second polyfunctional monomer each containing a (meth)acrylate group. Each monomer may preferably be oil-soluble or oil-dispersible. The first polyfunctional (meth)acrylate monomer may contain a different number of radically polymerizable functional groups compared to the second polyfunctional (meth)acrylate monomer. The first and second polyfunctional (meth)acrylate monomers may contain the same number of radically polymerizable functional groups, such as six (e.g., both monomers are hexafunctional), but each monomer may be characterized by a different structure or chemistry.

[0072] The wall polymer may be derived from three structural monomers. The wall polymer of the polymer wall may be a reaction product derived from a polyfunctional (meth)acrylate (which may preferably be oil-soluble or oil-dispersible), a second monomer, and a third monomer. Preferably, the second monomer includes a basic (meth)acrylate monomer and the third monomer includes an acidic (meth)acrylate monomer.

[0073] b. Free radical initiator The (meth)acrylate polymer of the polymer wall may be derived from wall monomers and at least one free radical initiator. One or more free radical initiators can provide a source of free radicals upon activation, thereby facilitating polymerization to form the wall polymer. As used herein, the terms "free radical initiator" and "free radical initiator", and further simply "initiator" are used interchangeably unless otherwise indicated.

[0074] As described above, the free radical initiator interacts with the structural monomers that form the wall polymer. However, it is contemplated that the free radical initiator may also interact with certain beneficial agents that are intended to be encapsulated. For example, the free radical initiator may be able to interact with aldehyde-containing beneficial agents, certain ketone-containing beneficial agents, or mixtures thereof. When the free radical initiator interacts with these beneficial agents, the free radical initiator may not be available for interaction with the structural monomers, for example, due to interference with the fragmentation radicals formed from the initiator or due to temporary radical trapping, and the formation of the wall polymer is substantially inhibited, particularly when the concentration of such beneficial agents is relatively high.

[0075] In the polymer walls of the present disclosure and / or in the free radical polymerization reaction used to form the polymer walls, the free radical initiator may be present at a concentration of about 1 wt% to about 60 wt% of the polymer wall, preferably about 5 wt% to about 60 wt% of the polymer wall, more preferably about 10 wt% to about 60 wt%, even more preferably about 20 wt% to about 60 wt%, preferably about 20 wt% to about 50 wt%, more preferably about 20 wt% to about 45 wt%, even more preferably about 20 wt% to about 35 wt%. By using a preferred concentration of the free radical initiator, it is believed that the most robust walls can be obtained, particularly at a given core:weight ratio.

[0076] The free radical initiator may comprise two or more free radical initiators. The wall polymer may preferably be derived from at least two free radical initiators, for example, a first free radical initiator and a second free radical initiator. The first free radical initiator and the second free radical initiator may be present in a weight ratio of about 5:1 to about 1:5, or preferably about 3:1 to about 1:3, or more preferably about 2:1 to about 1:2, or even more preferably about 1.5:1 to about 1:1.5.

[0077] The free radical initiator may include an oil-soluble or oil-dispersible free radical initiator. The free radical initiator may include a water-soluble or water-dispersible free radical initiator. The free radical initiator may include an oil-soluble or oil-dispersible free radical initiator (e.g., as a first free radical initiator) and a water-soluble or water-dispersible free radical initiator (e.g., as a second free radical initiator).

[0078] Suitable free radical initiators can include peroxide initiators, azo initiators, or mixtures thereof. More specifically, but not by way of limitation, free radical initiators can be peroxides, dialkyl peroxides, alkyl peroxides, peroxy esters, peroxy carbonates, peroxy ketones, peroxydicarbonates, 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylpentanenitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(2-methylpropanenitrile), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexanecarbonitrile), 1,1'-azobis(cyanocyclohexane), benzoyl peroxide, decanoyl peroxide, lauroyl peroxide, di(n-propyl) peroxydicarbonate, di(sec-butyl) peroxydicarbonate, di-(2-ethylhexyl) peroxydicarbonate, 1,1-dimethyl-3-hydroxybutyl peroxyneodecanoate, a-cumyl peroxyneoheptanoate, t-amyl peroxyneodecanoate, t-butyl peroxyneodecanoate, t-amyl peroxypivalate, t-butyl peroxypivalate, 2,5-dimethyl 2,5-di(2-ethylhexanoylperoxy)hexane, t-amyl peroxy-2-ethyl-hexanoate, t-butyl peroxy-2-ethylhexanoate, t-butyl peroxyacetate, di-t-amyl peroxyacetate, t-butyl peroxide, di-t-amyl peroxide, 2,5-dimethyl-2,5-di-(t-butylperoxy)hexyne-3, cumene hydroperoxide, 1,1-di-(t-butylperoxy)-3,3,5-trimethyl-cyclohexane, 1,1-di-(t-butylperoxy)-cyclohexane, 1,1-di-(t-amylperoxy)-cyclohexane, ethyl-3,3-di-(t-butylperoxy)-butyrate, t-amyl perbenzoate, t-butyl perbenzoate, ethyl 3,3-di-(t-amylperoxy)-butyrate, and combinations thereof.

[0079] Preferred free radical initiators can include 4,4'-azobis(4-cyanovaleric acid), 1,1'-azobis(cyclohexanecarbonitrile), 2,2'-azobis(2-methylbutyronitrile), or combinations thereof.

[0080] 3. Other Materials Other materials may be present within or on the polymer wall. For example, the polymer wall may include an emulsifier, a coating, or combinations thereof.

[0081] The polymer wall may include an emulsifier as a result of the particle preparation method. When preparing delivery particles, the emulsifier can optionally and preferably be included in the aqueous phase. The emulsifier may be a polymeric emulsifier. The emulsifier can help to further stabilize the emulsion during the particle preparation method. In the formation of the polymer wall of the delivery particles, the polymeric emulsifier can be trapped within the polymer wall material. These inclusions of the emulsifier into the polymer wall can be usefully employed to help in the modification of the polymer wall properties, affecting attributes such as flexibility, leakage, strength, and other properties. Thus, the polymer wall of the delivery particles may further include a polymeric emulsifier trapped within the polymer wall, preferably the polymeric emulsifier includes polyvinyl alcohol. However, as shown above, when determining the core:wall polymer weight ratio, the trapped polymeric emulsifier is not included.

[0082] The beneficial agent delivery particles may contain from about 0.5% to about 40%, preferably from about 0.5% to about 20%, more preferably from 0.8% to 5% of an emulsifier, based on the weight of the wall material. Preferably, the emulsifier is selected from the group consisting of polyvinyl alcohol, carboxylated or partially hydrolyzed polyvinyl alcohol, methylcellulose, hydroxyethylcellulose, carboxymethylcellulose, methylhydroxypropylcellulose, salts or esters of stearic acid, lecithin, organic sulfonic acids, 2-acrylamido-2-alkylsulfonic acids, styrenesulfonic acid, polyvinylpyrrolidone, copolymers of N-vinylpyrrolidone, polyacrylic acid, polymethacrylic acid, copolymers of acrylic acid and methacrylic acid, and water-soluble surfactant polymers that lower the surface tension of water.

[0083] The emulsifier preferably includes polyvinyl alcohol, and the polyvinyl alcohol preferably has a degree of hydrolysis of about 55% to about 99%, preferably about 75% to about 95%, more preferably about 85% to about 90%, and most preferably about 87% to about 89%. The polyvinyl alcohol may have a viscosity of about 40 cps to about 80 cps, preferably about 45 cps to about 72 cps, more preferably about 45 cps to about 60 cps, and most preferably 45 cps to 55 cps in a 4% aqueous polyvinyl alcohol solution at 20°C. The viscosity of the polymer is determined by measuring a newly prepared solution using a Brookfield LV viscometer equipped with a UL adapter as described in British Standard EN ISO15023-2:2006 Annex E Brookfield Test method. The polyvinyl alcohol may have a degree of polymerization of about 1500 to about 2500, preferably about 1600 to about 2200, more preferably about 1600 to about 1900, and most preferably about 1600 to about 1800. The weight average molecular weight of the polyvinyl alcohol may be about 130,000 daltons to about 204,000 daltons, preferably about 146,000 daltons to about 186,000 daltons, more preferably about 146,000 daltons to about 160,000 daltons, and most preferably about 146,000 daltons to about 155,000 daltons, and / or may have a number average molecular weight of about 65,000 daltons to about 110,000 daltons, preferably about 70,000 daltons to about 101,000 daltons, more preferably about 70,000 daltons to about 90,000 daltons, and most preferably about 70,000 daltons to about 80,000 daltons.

[0084] The wall of the delivery particle may include a coating, for example, on the outer surface of the wall away from the core. The encapsulant may subsequently be coated with a coating material after being manufactured. The coating may be useful as an adhesion aid. The coating may include a cationic material such as a cationic polymer. However, as shown above, a coating that is not a structural or supporting feature of the wall is not included in the calculation when determining the core:wall polymer weight ratio.

[0085] Non-limiting examples of coating materials include poly(meth)acrylate, poly(ethylene-maleic anhydride), polyamine, wax, polyvinylpyrrolidone, polyvinylpyrrolidone copolymer, polyvinylpyrrolidone-ethyl acrylate, polyvinylpyrrolidone-vinyl acrylate, polyvinylpyrrolidone methacrylate, polyvinylpyrrolidone / vinyl acetate, polyvinyl acetal, polyvinyl butyral, polysiloxane, poly(propylene maleic anhydride), maleic anhydride derivative, copolymer of maleic anhydride derivative, polyvinyl alcohol, styrene-butadiene latex, gelatin, gum arabic, carboxymethyl cellulose, carboxymethyl hydroxyethyl cellulose, hydroxyethyl cellulose, other modified celluloses, sodium alginate, chitosan, casein, pectin, chemical modified starch, polyvinyl acetal, polyvinyl butyral, polyvinyl methyl ether / maleic anhydride, polyvinylpyrrolidone and its copolymers, poly(vinylpyrrolidone / methacrylamidopropyltrimethylammonium chloride), polyvinylpyrrolidone / vinyl acetate, polyvinylpyrrolidone / dimethylaminoethyl methacrylate, polyvinylamine, polyvinylformamide, polyallylamine, and copolymers of polyvinylamine, polyvinylformamide, and polyallylamine, and mixtures thereof, but are not limited thereto. The coating material may be a cationic polymer. The coating material may include polyvinylformamide, chitosan, or a combination thereof, preferably chitosan.

[0086] B. Core material The delivery particles of the present disclosure include a core. The core includes a beneficial agent, a shielding agent, or a combination thereof (e.g., a reaction product or other complex). The core optionally includes a distribution regulator.

[0087] The core of the particle is surrounded by a polymer wall. When the polymer wall is broken, the beneficial agent (or its complex) in the core is released.

[0088] 1. Beneficial agent Suitable beneficial agents disposed within the core may include beneficial agents that provide benefits to the surface such as fabric or hair.

[0089] The core may contain from about 5 wt% to about 99.9 wt% of the beneficial agent, and the beneficial agent may preferably contain a fragrance. The core may contain from about 45 wt% to about 95 wt%, preferably from about 50 wt% to about 80 wt%, more preferably from about 50 wt% to about 70 wt% of the beneficial agent, and the beneficial agent may preferably contain a fragrance.

[0090] The beneficial agent may include an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0091] The beneficial agent may preferably include an unsaturated aldehyde-containing beneficial agent, an unsaturated ketone-containing beneficial agent, or a combination thereof. Even more preferably, the beneficial agent may include an α,β-unsaturated aldehyde-containing beneficial agent (e.g., containing an α,β-unsaturated aldehyde moiety), an α,β-unsaturated ketone-containing beneficial agent (e.g., containing an α,β-unsaturated ketone moiety), or a combination thereof. In particular, the ketone-containing beneficial agent may contain an α,β-unsaturated ketone moiety. Such beneficial agents are considered to be particularly likely to react with the wall-forming materials of the particles of the present disclosure, such as free radical initiators.

[0092] The beneficial agent may include an aromatic ketone-containing beneficial agent (e.g., the beneficial agent contains an aromatic ketone moiety). Such beneficial agents are considered to be particularly likely to react with the wall-forming materials of the particles of the present disclosure, such as free radical initiators.

[0093] Such beneficial agents, such as aldehyde or ketone-containing perfume raw materials, are known to provide favorable benefits such as a fresh feeling after washing. However, as described above, these agents may also interfere with wall formation during the particle formation process. Therefore, when such materials are present, it is particularly advantageous to form the delivery particles at the initiator concentrations described herein to obtain a favorable performance profile.

[0094] The beneficial agent may include a beneficial agent containing aldehyde, a beneficial agent containing ketone, or a combination thereof, which is at least about 20% by weight, preferably at least about 25% by weight, more preferably at least about 40% by weight, and even more preferably at least about 50% by weight of the beneficial agent.

[0095] The beneficial agent can be selected from the group consisting of fragrances, silicone oils, waxes, hydrocarbons, higher fatty acids, essential oils, lubricating oils, lipids, skin coolants, vitamins, sunscreens, antioxidants, glycerin, catalysts, bleaching agent particles, silicon dioxide particles, malodor reducing agents, odor control materials, chelating agents, antistatic agents, softeners, insect and moth repellents, colorants, antioxidants, chelating agents, thickeners, drape and foam modifiers, smoothing agents, wrinkle inhibitors, sanitizing agents, disinfectants, bacteriostatic agents, mold inhibitors, white mold inhibitors, antiviral agents, desiccants, stain resistant agents, soil release agents, fabric refreshers and wash-and-wear maintainers, chlorine bleach odor inhibitors, dye fixatives, migration inhibitors, color retention agents, fluorescent brighteners, color restoration / regeneration agents, anti-fading agents, white enhancers, anti-wear agents, abrasion resistant agents, fabric integrators, anti-abrasion agents, fuzz inhibitors, defoaming agents, antifoaming agents, ultraviolet protectants, anti-fading inhibitors, anti-allergy agents, enzymes, water repellents, fabric comfort agents, shrink resistant agents, stretch resistant agents, stretch recovery agents, skin care agents, glycerin, synthetic or natural active substances, antibacterial active substances, antiperspirant active substances, cationic polymers, dyes, and mixtures thereof.

[0096] The encapsulated beneficial agent may preferably be a fragrance, which may contain one or more fragrance raw materials. The fragrance is particularly suitable for encapsulation into the delivery particles described herein because the fragrance-containing particles can provide the benefit of a fresh-from-the-laundry feel over multiple touch points.

[0097] As used herein, the term "perfume raw material (or abbreviated as PRM)" refers to a compound having a molecular weight of at least about 100 g / mol and useful for imparting odor, fragrance, essence or aroma, either alone or in combination with other perfume raw materials. Typical PRMs include, inter alia, alcohols, ketones, aldehydes, esters, ethers, nitrites, and alkenes such as terpenes. A list of common PRMs can be found in various references such as "Perfume and Flavor Chemicals", Vols. I and II; Steffen Arctander Allured Pub. Co. (1994) and "Perfumes: Art, Science and Technology" Miller, P.M. and Lamparsky, D., Blackie Academic and Professional (1994).

[0098] PRMs can be characterized by their boiling points (B.P.) measured at normal pressure (760 mmHg) and the octanol / water partition coefficient (P) which can be described in terms of logP determined according to the following test methods. As described in more detail below, based on these characteristics, PRMs may be classified as perfumes in Quadrant I, Quadrant II, Quadrant III, Quadrant IV.

[0099] Fragrances may contain perfume raw materials having a logP of from about 2.5 to about 4. It is understood that other perfume raw materials may also be present in the fragrance.

[0100] The fragrance raw material may include a fragrance raw material having a boiling point (B.P.) lower than about 250 °C and a logP lower than about 3, a fragrance raw material having a B.P. higher than about 250 °C and a logP higher than about 3, a fragrance raw material having a B.P. higher than about 250 °C and a logP lower than about 3, a fragrance raw material having a B.P. lower than about 250 °C and a logP higher than about 3, and a fragrance raw material selected from the group consisting of mixtures thereof. The fragrance raw material having a boiling point B.P. lower than about 250 °C and a logP lower than about 3 is known as a Quadrant I fragrance raw material. The Quadrant I fragrance raw material is preferably limited to less than 30% of the fragrance composition. The fragrance raw material having a B.P. higher than about 250 °C and a logP higher than about 3 is known as a Quadrant IV fragrance raw material, the fragrance raw material having a B.P. higher than about 250 °C and a logP lower than about 3 is known as a Quadrant II fragrance raw material, and the fragrance raw material having a B.P. lower than about 250 °C and a logP higher than about 3 is known as a Quadrant III fragrance raw material. Suitable Quadrant I, II, III, and IV fragrance raw materials are disclosed in U.S. Patent No. 6,869,923 (B1).

[0101] The beneficial agent includes a fragrance, and preferably the fragrance includes at least about 20% by weight, preferably at least about 25% by weight, more preferably at least about 30% by weight, more preferably at least about 40% by weight, and even more preferably at least about 50% by weight of an aldehyde-containing fragrance raw material, a ketone-containing fragrance raw material, or a combination thereof, of the fragrance, the consumer product composition according to any one of the preceding claims. Preferably, the total amount of the aldehyde- and ketone-containing fragrance raw materials is about 20% to about 70% by weight, more preferably about 25% to about 60% by weight, and even more preferably about 30% to about 60% by weight of the fragrance. Suitable fragrances may include about 5% to about 60% by weight of an aldehyde-containing fragrance raw material of the fragrance. Suitable fragrances may include about 1% to about 30% by weight of the fragrance.

[0102] Preferred aldehyde-containing perfume raw materials include methyl nonyl acetaldehyde, benzaldehyde, floralozone; isocyclocitral, triplal (ligustral), precyclemone B; lilial; decyl aldehyde, undecylene aldehyde, cyclamen homologue aldehyde, cyclamen aldehyde, dupical, oncidar, adoxal; melonal; calypsone; anisaldehyde, heliotropin; cumin aldehyde, centenal; 3,6-dimethylcyclohex-3-ene-1-carbaldehyde, santenal, cantoxal; vanillin, ethyl vanillin, cinnamic aldehyde; cis-4-decenal, trans-4-decenal, cis-7-decenal, trans-2-hexenal; trans-2-octenal, 2-undecenal, 2,4-dodecadienal, cis-4-heptenal, florhydral, butyl cinnamic aldehyde, limonellal, amyl cinnamic aldehyde, hexyl cinnamic aldehyde, citronellal; citral; cis-3-hexen-1-al, octyl aldehyde, intralelven aldehyde, laurinaldehyde, methyl nonyl acetaldehyde; aldehyde mandarin / trans-2-dodecenal, or mixtures thereof. Preferred aldehyde-containing perfume raw materials include unsaturated aldehyde-containing perfume raw materials, more preferably α,β-unsaturated aldehyde-containing perfume raw materials. Other preferred aldehyde-containing perfume raw materials include aromatic aldehyde-containing perfume raw materials.

[0103] Preferred ketone-containing raw materials include neroliol, 4-(4-methoxyphenyl)butan-2-one; 1-naphthalen-2-ylethanone, nectaryl, trimofix "O", fluramone, δ-damascone, β-damascone, α-damascone, damasconene, methyl ionone, ionone α, ionone β, ionone γ methyl, 2-hexylcyclopent-2-en-1-one; galbascone / neobutenone, parahydroxyphenylbutanone, or mixtures thereof. Preferred ketone-containing perfume raw materials include unsaturated ketone-containing perfume raw materials, more preferably α,β-unsaturated ketone-containing perfume raw materials. Other preferred ketone-containing perfume raw materials include aromatic ketone-containing perfume raw materials.

[0104] Suitable fragrances may contain aldehyde and ketone-containing perfume raw materials in the amounts shown in Table A.

[0105] [Table 1]

[0106] The aldehyde-containing PRMs of the fragrances in Table A can be selected from decyl aldehyde, octyl aldehyde, ligustral / triplal, melonal, centenal, dupical, florhydral, cymal / cyclamen aldehyde, intralelven aldehyde, laurinaldehyde, methyl nonyl acetaldehyde, undecylenic aldehyde, aldehyde mandarin / trans-2-dodecenal, or mixtures thereof. Such materials may be preferred for a good smell and a substantial perfume accord.

[0107] The ketone-containing PRMs of the fragrances in Table A can be selected from galbascone / neobutenone, parahydroxyphenylbutanone, nectaryl, δ-damascone, α-damascone, β-damascone, damasconene, ionone α, ionone β, ionone γ methyl, or mixtures thereof. Such materials may be preferred for a good smell and a substantial perfume accord.

[0108] 2. Masking Agent The core material of the delivery particle may also include a masking agent. The masking agent can complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, for example, through the formation of one or more covalent bonds, dipole-dipole moments, and / or hydrogen bonds. The masking agent may be present as part of such a beneficial agent / masking agent complex. In other words, at least a portion of the aldehyde and / or ketone-containing beneficial agent and a portion of the masking agent may exist as a complex, which preferably can include a covalently bonded compound, because such a compound is relatively stable during storage and / or processing conditions.

[0109] The compound forming the complex is preferably separable after the polymer wall of the delivery particle is formed. For example, a covalent bond, if formed, may be broken under trigger conditions such as in the presence of water or heat, which preferably releases the beneficial agent at the desired touch point.

[0110] As discussed above, a properly selected masking agent is thought to interact with the aldehyde and / or ketone moieties of the indicated beneficial agents, thereby minimizing the interaction between these beneficial agents and the wall-forming method. For example, by forming a complex with the masking agent, the beneficial agent reduces its availability to form a complex with a free radical initiator, which keeps the initiator in a free state and facilitates the formation of a robust polymer wall.

[0111] The masking agent may be present at a concentration of at least about 1% by weight of the core material, preferably at least about 3% by weight, more preferably at least about 5% by weight. The masking agent may be present at a concentration of about 1% by weight to about 25% by weight of the core material, preferably about 3% by weight to about 20% by weight, more preferably about 5% by weight to about 15% by weight.

[0112] The masking agent may be present at a concentration of at least about 1% by weight, preferably at least about 3% by weight, more preferably at least about 5% by weight of the beneficial agent material encapsulated in the core. The masking agent may be present at a concentration of about 1% to about 25% by weight, preferably about 3% to about 20% by weight, more preferably about 5% to about 15% by weight of the beneficial agent material encapsulated in the core.

[0113] An aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a mixture thereof may be present with the masking agent in a weight ratio of about 10:1 to about 1:10, preferably about 5:1 to about 1:5, more preferably about 3:1 to about 1:3, even more preferably about 2:1 to about 1:2. It may be desirable to provide the materials in a ratio such that a complex that substantially forms a final preferred particle wall can be formed.

[0114] In order for the masking agent, such as an amine, to optimally exhibit the masking effect, it may be preferable that the tendency of the masking agent to move from the oil phase to the water phase is limited, either due to the high solubility of the masking agent in the aqueous phase or the aqueous phase interaction characteristics of the masking agent. Thus, a masking agent having a sufficiently high hydrophobicity may be preferred in order to remain in the oil phase (e.g., having an essential oil) and be able to substantially act as a masking agent. Thus, a masking agent such as an amine having a logP greater than 1 is preferred, more preferably greater than 1.5, and even more preferably greater than 1.7.

[0115] The masking agent is preferably a material that forms an alkylidene-containing compound according to formula (I):

[0116]

Chemical formula

[0117] The masking agent may preferably contain an amine-containing compound (also known herein as an "amino-functional material"). Such compounds may be preferred because they can be characterized by a relatively high reactivity with the aldehyde and / or ketone-containing benefit agents of the present disclosure, particularly fragrance ingredients.

[0118] The amine-containing compound can be a monoamine, a diamine, or a polyamine. The amine-containing compound may include a primary amine moiety, a secondary amine moiety, or a combination thereof. The amine-containing compound may preferably include a primary amine moiety.

[0119] The primary amine moiety may be bonded to an inorganic carrier moiety. "Inorganic carrier" means a carrier composed of a non-carbon-based or substantially non-carbon-based skeleton. For example, suitable such compounds include amino-derivatized organosilanes, siloxanes, silazanes, alumans, aluminum siloxanes, aluminosilicate compounds, or monomers or polymers of mixtures thereof or organo-organosilicon copolymers. A typical example of such a carrier is the diaminoalkylsiloxane [H 2 NCH 2 (CH 3 )2Si]O, or an organoaminosilane (C 6 H 5 )3SiNH 2It is an organosiloxane having at least one primary amine moiety as described below. Suitable silicones may include non-functionalized siloxane polymers, functionalized siloxane polymers, or combinations thereof. The silicone may include a non-functionalized siloxane polymer. (By non-functionalized is meant that, when present, the functional groups are generally non-reactive - for example, methyl groups.) The siloxane polymer may include polyalkyl and / or phenyl silicone fluids, resins, and / or gums. The silicone polymer may include aminosilicones, silicone polyethers, polydimethylsiloxane (PDMS), cationic silicones, silicone polyurethanes, silicone polyureas, or mixtures thereof. The silicone polymer may preferably be selected from polydimethylsiloxane (PDMS) polymers, aminosilicones, or mixtures thereof. As described below, the masking agent may be, inter alia, an amine-containing compound, a silicon-containing compound, or a mixture thereof, and in the case of aminosilicones, it is understood that the masking agent may contain amine groups and silicon groups.

[0120] The primary amine moiety may be bonded to the organic carrier moiety. For example, suitable such compounds may include aminoaryl derivatives, polyamines, amino acids and their derivatives, substituted amines and amides, glucamine, dendrimers, polyvinylamine and its derivatives, and / or their copolymers, alkylene polyamines, polyamino acids and their copolymers, cross-linked polyamino acids, amino-substituted polyvinyl alcohol, polyoxyethylene bisamine or bisaminoalkyl, aminoalkyl piperazine and its derivatives, linear or branched bis(aminoalkyl) alkyldiamine, or mixtures thereof.

[0121] Preferred aminoaryl derivatives are amino - benzene derivatives including methyl anthranilate, dimethyl anthranilate (methyl 2-(methylamino)benzoate), alkyl esters of 4 - aminobenzoate compounds, more preferably ethyl - 4 - aminobenzoate, phenylethyl - 4 - aminobenzoate, phenyl - 4 - aminobenzoate, 4 - amino - N'-(3 - aminopropyl)-benzamide, their isomers, and mixtures thereof.

[0122] The masking agent may contain a polyamine. Suitable polyamines include polyethyleneimine polymers, partially alkylated polyethylene polymers, polyethyleneimine polymers having a hydroxyl group, 1,5-pentanediamine, 1,6-hexanediamine, 1,3-pentanediamine, 3-dimethylpropanediamine, 1,2-cyclohexanediamine, 1,3-bis(aminomethyl)cyclohexane, tripropylene tetramine, bis(3-aminopropyl)piperazine, dipropylene triamine, tris(2-aminoethylamine), tetraethylene pentamine, bishexamethylene triamine, bis(3-aminopropyl)1,6-hexamethylenediamine, 3,3'-diamino-N-methyldipropylamine, 2-methyl-1,5-pentanediamine, N,N,N',N'-tetra(2-aminoethyl)ethylenediamine, N,N,N',N'-tetra(3-aminopropyl)-1,4-butanediamine, pentaethylhexamine, 1,3-diamino-2-propyl-tert-butyl ether, isophoronediamine, 4,4',-diaminodicyclohexylmethane, N-methyl-N-(3-aminopropyl)ethanolamine, spermine, spermidine, 1-piperazineethanamine, 2-(bis(2-aminoethyl)amino)ethanol, ethoxylated N-(tallow alkyl)trimethylenediamine, poly[oxy(methyl-1,2-ethanediyl)], a-(2-aminomethyl-ethoxy)-(=C.A.S number 9046-10-0), poly[oxy(methyl-1,2-ethanediyl)], a-hydro-)-w-(2-aminomethylethoxy)-, ether with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol (=C.A.S. number 39423-51-3), commercially available under the trade names Jeffamine T-403, D-230, D-400, D-2000; 2,2',2”-triaminotriethylamine, 2,2'-diamino-diethylamine, 3,3'-diamino-dipropylamine, 1,3 bisaminoethyl-cyclohexane commercially available from Mitsubishi, and C12 Sternamin (propylamine) nC12 Sternamine commercially available from Clariant such as (n = 3 / 4), and mixtures thereof may be included. Suitable polyamines are polyethyleneimines commercially available under the trade name LUPASOL such as LUPASOL FG (MW 800), G20wfv (MW 1300), PR8515 (MW2000), WF (MW25000), FC (MW800), G20 (MW1300), G35 (MW1200), G100 (MW 2000), HF (MW25000), P (MW750000), PS (MW750000), SK (MW2000000), SNA (MW1000000). Among these, the most preferred ones include LUPASOL HF or WF (MW25000), P (MW750000), PS (MW750000), SK (MW2000000), 620wfv (MW1300), and PR1815 (MW2000), Epomin SP-103, Epomin SP-110, Epomin SP-003, Epomin SP-006, Epomin SP-012, Epomin SP-018, Epomin SP-200, and partially alkoxylated polyethyleneimines such as 80% ethoxylated polyethyleneimine from Aldrich may be included.

[0123] The masking agent may contain aliphatic amines. Suitable aliphatic amino-functional materials may preferably be branched-chain. Such materials may include 2-ethylhexylamine, branched-chain tridecylamine, t-butylamine, neopentanediamine (2,2-dimethylpropane-1,3-diamine), trimethyl-1,6-hexanediamine, 2-aminoheptane, 2-butyloctylamine, or mixtures thereof.

[0124] The masking agent may contain alicyclic amines. Suitable alicyclic amines have the following structure:

[0125]

Chemical formula

[0126] The alkyl, alkenyl, and / or substituted alkyl groups, which are substituents of the alicyclic amine structure shown above, may be linear or branched, when present. The substituted alkyl and substituted alicyclic groups may be substituted with primary and / or secondary amine groups, when present.

[0127] Suitable alicyclic amines can include any of the following materials, or mixtures thereof.

[0128]

Table 2

[0129] Particularly preferred alicyclic amines can include methylcyclohexanediamine, preferably 2-methylcyclohexane-1,3-diamine, 4-methylcyclohexane-1,3-diamine, or mixtures thereof.

[0130] The masking agent may contain an amino alcohol, preferably with one primary amine moiety or one secondary amine moiety separated from the hydroxyl group by two carbon atoms. Amino-functional materials having a hydrophilic group such as a hydroxyl group are typically not preferred for use in the compositions disclosed herein, but amino alcohols having this particular configuration may be useful. Preferred amino alcohols include 2-(butylamino)ethanol, 1-(cyclohexylamino)2-propanol, 1-(dodecyloxy)-3-[(2-hydroxyethyl)amino]-2-propanol, 3-(dodecylamino)-1,2-propanediol, or mixtures thereof.

[0131] Another suitable amino-functional material is 1,3-bis(3-aminopropyl)tetramethyldisiloxane.

[0132] The masking agent may contain a substituted amine, a substituted amide, or mixtures thereof. Preferred substituted amines and / or amides for use herein can be selected from nipecotamide, N-coco-1,3-propanediamine, N-oleyl-1,3-propanediamine, N-(tallow alkyl)-1,3-propanediamine, 1,4-diaminocyclohexane, 1,2'-diamino-cyclohexane, 1,12-diaminododecane, and mixtures thereof.

[0133] Another primary amine compound suitable for use herein is glucamine, preferably selected from 2,3,4,5,6-pentamethoxy-glucamine, 6-acetylglucamine, glucamine, and mixtures thereof.

[0134] Also preferred compounds are polyethyleneimine and / or polypropyleneimine dendrimers, and the commercially available Dendritech's Starburst® polyamidoamine (PAMAM) dendrimers, generations G0 - G10, and DSM's dendrimer Astromols®, generations 1 - 5 (diaminobutane polyamine DAB(PA)x dendrimer (x = 2n It is ×4, and n generally includes 0 to 4).

[0135] The masking agent may contain an amino acid or a derivative thereof. Preferred amino acids for use herein are selected from tyrosine, tryptophan, lysine, glutamic acid, glutamine, aspartic acid, arginine, asparagine, phenylalanine, proline, serine, histidine, threonine, methionine, and mixtures thereof, and most preferably are selected from tyrosine, tryptophan, and mixtures thereof. Preferred amino acid derivatives are selected from tyrosine ethylate, glycine methylate, tryptophan ethylate, and mixtures thereof.

[0136] The masking agent may contain a polyamino acid. The polyamino acid is composed of an amino acid or a chemically modified amino acid. They may contain alanine, serine, aspartic acid, arginine, valine, threonine, glutamic acid, leucine, cysteine, histidine, lysine, isoleucine, tyrosine, asparagine, methionine, proline, tryptophan, phenylalanine, glutamine, glycine, or mixtures thereof. In the chemically modified amino acid, the amine or acidic functional group of the amino acid has reacted with a chemical reagent. This is often done for the purpose of protecting these chemical amines and acidic functional groups of the amino acid in subsequent reactions, or for the purpose of imparting special properties such as improved solubility to the amino acid. Examples of such chemical modifications are benzyloxycarbonyl, aminobutyric acid, butyl ester, pyroglutamic acid. Further examples of common modifications of amino acids and small fragments of amino acids can be found in Bachem, 1996, Peptides and Biochemicals Catalog.

[0137] The preferred polyamino acid is polylysine. Most preferred is polylysine or a polyamino acid in which more than 50% of the amino acids are lysine, because the primary amine functional group in the side chain of lysine is the most reactive amine among all amino acids.

[0138] Preferred polyamino acids are characterized by a weight average molecular weight of 500 to 10,000,000 daltons, more preferably 2000 to 25,000 daltons.

[0139] The polyamino acids can be crosslinked. Crosslinking can be obtained, for example, by condensation of an amine group in the side chain of an amino acid such as lysine with the carboxyl functional group of the amino acid, or by condensation with a protein crosslinking agent such as a PEG derivative. For the crosslinked polyamino acids, free primary and / or secondary amino groups need to remain for reaction with a beneficial agent.

[0140] Preferred crosslinked polyamino acids have a weight average molecular weight of 20,000 to 10,000,000 daltons, more preferably 200,000 to 2,000,000 daltons.

[0141] The polyamino acids or amino acids can be copolymerized with other reagents such as acids, amides, and / or acyl chlorides. More specifically, they are copolymerized with aminocaproic acid, adipic acid, ethylhexanoic acid, caprolactam, or a mixture thereof. The molar ratios used for these copolymers can range from 1:1 (reagent / amino acid (lysine)) to 1:20, more preferably from 1:1 to 1:10.

[0142] Polyamino acids such as polylysine can also be partially ethoxylated provided that the required amount of primary amino groups remains in the polymer. However, preferably, the amine compounds utilized herein are not ethoxylated.

[0143] Examples and sources of polyamino acids containing lysine, arginine, glutamine, and asparagine are shown in the Bachem 1996, Peptides and Biochemicals catalog.

[0144] The polyamino acids can be obtained in salt form prior to reaction with a beneficial agent. For example, polylysine can be supplied as polylysine hydrobromide.

[0145] Examples of suitable polyamines containing at least one primary amine group include polyvinylamine having an MW of 300 to 2.10E6 Daltons, alkoxylated polyvinylamine having an MW of 600, 1200, or 3000 and a degree of ethoxylation of 0.5, polyvinylamine-vinyl alcohol (molar ratio 2:1), polyvinylamine-vinyl formamide (molar ratio 1:2), polyvinylamine-vinyl formamide (molar ratio 2:1), triethylenetetramine, diethylenetriamine, tetraethylenepentamine, bis-aminopropylpiperazine, polyamino acid (L-lysine / lauric acid, molar ratio 10 / 1), polyamino acid (L-lysine / aminocaproic acid / adipic acid (molar ratio 5 / 5 / 1), polyamino acid (L-lysine / aminocaproic acid / ethylhexanoic acid, molar ratio 5 / 3 / 1), polyamino acid (polylysine-cocaprolactam), polylysine, polylysine hydrobromide, crosslinked polylysine, amino-substituted polyvinyl alcohol having an MW in the range of 400 to 300,000, polyoxyethylene bis[amine], polyoxyethylene bis[6-aminohexyl], -N,N'-bis-(3-aminopropyl)-1,3-propanediamine linear or branched (TPTA), N,N'-bis-(3-aminopropyl)ethylenediamine, 1,4-bis-(3-aminopropyl)piperazine (BNPP), or mixtures thereof.

[0146] Preferred amine compounds for use in this specification include non-aromatic amines. The most preferred of these amine compounds are polyethyleneimine polymers commercially available under the Lupasol trade names such as Lupasol HF, P, PS, SK, SNA, WF, G20wfv, and PR8515, the diamino butane dendrimer Astramol®, polylysine, crosslinked polylysine, linear or branched N,N'-bis-(3-aminopropyl)-1,3-propanediamine, N,N'-bis-(3-aminopropyl)ethylenediamine, 1,4-bis-(3-aminopropyl)piperazine, and mixtures thereof. Even more preferred compounds are polyethyleneimine polymers having a molecular weight greater than 200 Daltons, including those commercially available under the Lupasol trade names such as Lupasol HF, P, PS, SK, SNA, WF, G20wfv, and PR8515, polylysine, crosslinked polylysine, linear or branched N,N'-bis-(3-aminopropyl)-1,3-propanediamine, N,N'-bis-(3-aminopropyl)-ethylenediamine, 1,4-bis-(3-aminopropyl)piperazine, and mixtures thereof selected from these.

[0147] As noted above, the amine component of the delivery system of this specification may also be a monoamine. Non-limiting examples of suitable monoamines for use in the present invention include primary amines including hydroxy and / or alkoxy functional groups such as, but not limited to, 2-hydroxyamine and / or 3-hydroxyamine.

[0148] When the amine is a monoamine, the monoamine may preferably have certain solubility characteristics measured by logP. The logP value is related to the measured value of the octanol / water partition coefficient of the monoamine molecule and is related to the ratio between its equilibrium concentrations in octanol and in water. Since the partition coefficients of useful monoamine materials herein have high values, it is more convenient to express them in the form of logP, which is the base-10 logarithm known as the logP value. Methods for determining logP are provided in the following test methods section. Preferred monoamines for use herein are those having a ClogP greater than 1, preferably greater than 2. When the beneficial agent is relatively hydrophobic, as is often the case with essential oils, a relatively high logP value may be particularly preferred. In such cases, the masking agent and the beneficial agent may be more likely to mix and ultimately associate or react together.

[0149] The masking agent may include a silicon-containing compound. The silicon-containing compound may be a siloxane. The silicon-containing compound may be an aminosilicone. An aldehyde- or ketone-containing beneficial agent may covalently bond with the silicon-containing compound, for example, by forming an imine bond with the primary amine group of the aminosilicone, at one or more terminal or non-terminal (including pendant) positions of the silicone backbone. The silicone may be particularly preferred in that it can facilitate improved adhesion of beneficial agent fragments onto a target surface such as a fabric, preferably before release of the beneficial agent which may be a fragrance raw material. Such silicone-based delivery technology is further disclosed in U.S. Patent Application Publication No. 2016 / 0137674 (A1) (assigned to The Procter & Gamble Company) and is incorporated herein by reference.

[0150] The masking agent may include a sulfur-containing material. When the sulfur-containing material reacts with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a mixture thereof, the resulting complex or compound preferably has the formula (II): Y-S-G-Q Formula (II) (wherein, (i) Y is a radical selected from the group consisting of (Y-1) to (Y-7) shown below in the present specification, including isomers,

[0151]

Chemical formula

[0152] G is preferably a divalent radical derived from a linear or branched alkyl or alkenyl radical having 2 to 15 carbon atoms substituted with one or more groups selected from the group consisting of divalent or trivalent radicals, preferably -OR 1 , -NR 1 2 , -COOR 1 , R 1 group, and combinations thereof, wherein R 1 is hydrogen or C 1 ~C 6 alkyl or alkenyl group. Preferably, G is a divalent radical derived from a linear or branched alkyl or alkenyl radical having 2 to 15 carbon atoms substituted with at least one -COOR 1 group, preferably a -COOR 1 group, and R 1 is hydrogen or C 1 ~C 6 alkyl or alkenyl group. Even more preferably, G is -CH 2 CH(COOR 1) A divalent radical derived from a linear alkyl radical having a base, R 1 is hydrogen, a methyl group, or an ethyl group. G may be a divalent radical derived from a linear alkyl radical having 8 to 15 carbon atoms, either substituted or unsubstituted.

[0153] After binding to the beneficial agent, the sulfur-containing complex or compound is preferably a compound according to formula (II) above, wherein Y is selected from the Y-1, Y-2, or Y-3 groups as defined above, and G and Q are defined in any one of the above-described embodiments.

[0154] After binding to the beneficial agent, the sulfur-containing complex or compound is preferably methyl or ethyl 2-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-ylthio)propanoate, methyl or ethyl 2-(4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-ylamino)-3-(4-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-2-ylthio)propanoate, methyl or ethyl 2-(2-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-4-ylamino)-3-(2-oxo-4-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-4-ylthio)propanoate, methyl or ethyl 2-(2-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-4-ylamino)-3-(2-oxo-4-(2,6,6-trimethylcyclohex-2-en-1-yl)butan-4-ylthio)propanoate, 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)-1-butanone, 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-2-en-1-yl)-1-butanone, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)-2-butanone, 2-dodecylsulfanyl-5-methyl-heptan-4-one, 2-cyclohexyl-1-dodecylsulfanyl-hept-6-en-3-one, 3-(dodecylthio)-5-isopropenyl-2-methylcyclohexanone, and combinations thereof.

[0155] After binding to the beneficial agent, the sulfur-containing complex or compound is more preferably selected from the group consisting of 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)-1-butanone, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-2-en-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)-2-butanone, and 3-(dodecylthio)-5-isopropenyl-2-methylcyclohexanone, and combinations thereof.

[0156] After binding to the beneficial agent, one of the most preferred sulfur-containing complexes or compounds is 3-(dodecylthio)-1-(2,6,6-trimethylcyclohex-3-en-1-yl)-1-butanone. Such material is sold as Haloscent® D available from Firmenich (Geneva, Switzerland).

[0157] The masking agent, when reacted with an aldehyde-containing compound, a ketone-containing compound, or a mixture thereof, forms an alkylidene-containing compound according to formula (I):

[0158]

Chemical formula

[0159] In the alkylidene-containing compound according to formula (I), X and Y may both not be keto groups.

[0160] In the alkylidene-containing compound according to formula (I), X and Y may represent different functional groups. Preferably, one of the groups of X and Y is an ester group and the other group is a keto group. More preferably, the alkylidene double bond is rich in its Z-isomer. The Z-isomer is considered likely to provide a better release profile of the beneficial agent compared to the related E-isomer.

[0161] The alkylidene-containing compound may have a structure according to formula (IA):

[0162]

Chemical formula

[0163] Preferably, the alkylidene-containing compound is 2-acetyl-4-methyltridec-2-enoate according to formula (IB):

[0164]

Chemical formula

[0165] The alkylidene-containing compound according to the above formula (I), preferably according to the above formula (II), more preferably according to the above formula (III), may release an aldehyde-containing perfume raw material, which may contain a non-linear aldehyde-containing perfume raw material, preferably methyl nonyl acetaldehyde. Such materials have been found to provide a good PRM release profile and contribute to a preferred fresh-washed feeling.

[0166] Preferably, the masking agent is an amine-containing compound, more preferably an amine-containing compound selected from methyl anthranilate, dimethyl anthranilate, or a combination thereof. As shown in the following examples, the presence of an amine-containing compound (e.g., methyl anthranilate) can result in delivery particles having improved performance compared to other particles. Dimethyl anthranilate may be preferred because it has a relatively high degree of hydrophobicity compared to methyl anthranilate, which may facilitate the improved formation of a complex with certain perfume oils.

[0167] 3. Distribution regulator The core of the delivery particles of the present disclosure may contain a distribution regulator. The properties of the oily material within the core can play a role in determining how much, how quickly, and / or how permeable the poly(meth)acrylate shell material is established at the oil / water interface. For example, if the oil phase contains highly polar materials, these materials can reduce the diffusion of acrylate oligomers and polymers to the oil / water interface and result in a very thin, highly permeable shell. Incorporation of a distribution regulator can adjust the polarity of the core, thereby changing the partition coefficient of the polar materials in the distribution regulator relative to the acrylate oligomers and resulting in the establishment of a distinct, highly impermeable shell. The distribution regulator may be combined with the perfume oil material of the core prior to the incorporation of the wall-forming monomer.

[0168] The distribution regulator may be present in the core at a concentration of about 5 wt% to about 55 wt%, preferably about 10 wt% to about 50 wt%, more preferably about 25 wt% to about 50 wt% of the core.

[0169] The dispensing regulator may comprise a material selected from the group consisting of vegetable oils, modified vegetable oils, mono-, di-, and tri-esters of C 4 ~C 24 fatty acids, isopropyl myristate, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof. The dispensing regulator may preferably contain isopropyl myristate, or may even consist of isopropyl myristate. The modified vegetable oil may be esterified and / or brominated. The modified vegetable oil may preferably contain castor oil and / or soybean oil. U.S. Patent Application Publication No. 2011 / 0268802, which is incorporated herein by reference, describes other dispensing regulators that may be useful in the delivery particles described herein.

[0170] C. Method for Making Delivery Particles The delivery particles can be made by known methods as long as the core:shell ratio described herein is maintained. The method may be further adjusted to achieve other desirable features described herein, such as the volume weighted particle size, the relative amounts of the beneficial agent and / or the dispensing regulator.

[0171] For example, the present disclosure relates to a method for making a group of delivery particles comprising a core and a polymeric wall encapsulating the core. The method may include providing an oil phase. The oil phase may contain a beneficial agent and a dispensing regulator as described above. The method may further include dissolving or dispersing in the oil phase one or more oil-soluble or oil-dispersible polyfunctional (meth)acrylate monomers having at least 3, preferably at least 4, at least 5, or even at least 6 radically polymerizable functional groups, provided that at least one of the radically polymerizable groups is an acrylate or a methacrylate.

[0172] The method of obtaining core / wall delivery particles may include the step of combining two liquid phases where the first phase is an oil phase and the second phase is an aqueous phase. When forming the delivery particles of the present disclosure, it may be preferable for the beneficial agent and the shielding agent to be present in the same liquid phase, preferably in the oil phase. When they are in the same liquid phase, they are more likely to interact, thereby minimizing negative interactions with the wall-forming method. Even more preferably, at least one wall promoter is in the same liquid phase, preferably in the oil phase. At least one structural monomer may also be present in the same liquid phase, preferably in the oil phase.

[0173] Oil-soluble or dispersible polyfunctional (meth)acrylate monomers are described in more detail above. In particular, the oil-soluble or dispersible polyfunctional (meth)acrylate monomers may include polyfunctional aromatic urethane acrylates, preferably trifunctional, tetrafunctional, pentafunctional, or hexafunctional aromatic urethane acrylates, or mixtures thereof, preferably including hexafunctional aromatic urethane acrylates. The monomer may include one or more polyfunctional aliphatic urethane acrylates that can be dissolved or dispersed in the oil phase. The method may further include dissolving or dispersing one or more of amine (meth)acrylate or acidic (meth)acrylate in the oil phase.

[0174] The method may further include providing an aqueous phase that may include an emulsifier, a surfactant, or a combination thereof. The method may further include the step of dissolving or dispersing one or more water-soluble or water-dispersible monofunctional or polyfunctional (meth)acrylate monomers and / or oligomers in the aqueous phase.

[0175] The method may include the step of dissolving or dispersing one or more amine (meth)acrylate, acidic (meth)acrylate, polyethylene glycol di(meth)acrylate, ethoxylated monofunctional or polyfunctional (meth)acrylate, and / or other (meth)acrylate monomers in the aqueous phase, the oil phase, or both.

[0176] Generally, oil-soluble polyfunctional (meth)acrylate monomers are soluble or dispersible in an oil phase, typically being soluble to at least about 1 gram in 100 mL of oil or being dispersible or emulsifiable therein at 22 °C. Water-soluble polyfunctional (meth)acrylate monomers are typically soluble or dispersible in water, typically being soluble to at least about 1 gram in 100 mL of water or being dispersible therein at 22 °C.

[0177] Typically, the oil phase is mixed with an excess of the aqueous phase. When two or more oil phases are used, these are generally first mixed and then combined with the aqueous phase. If desired, the aqueous phase can also include one or more aqueous phases that are sequentially combined.

[0178] The oil phase can be emulsified in the aqueous phase under high-shear agitation to form a water-in-oil emulsion that can contain droplets of the core material dispersed in the aqueous phase. Typically, the amount of shear agitation applied can be controlled to form droplets of a targeted size, which affects the final size of the finished encapsulate.

[0179] The dissolved or dispersed monomers can be reacted by heating or irradiating the emulsion with light. The reaction can form a polymer wall at the interface between the droplets and the aqueous phase. The radical polymerizable groups of the polyfunctional methacrylate facilitate the self-polymerization of the polyfunctional methacrylate upon heating.

[0180] One or more free radical initiators are provided in the oil phase, the aqueous phase, or both, preferably both. For example, the method may include adding one or more free radical initiators to the aqueous phase to provide a further source of free radicals, for example, upon activation by heat. The method may include adding one or more free radical initiators to the oil phase. The one or more free radical initiators may be added to the aqueous phase, the oil phase, or both, in an amount of greater than 0% by weight to about 5% by weight of each respective phase. It is also contemplated that a latent initiator may require a first action, particularly a chemical reaction, to convert the latent initiator to an active initiator, followed by initiation of polymerization when the active initiator is exposed to polymerization conditions. When multiple initiators are present, it is contemplated and preferred that each initiator is initiated or preferably initiated by different conditions.

[0181] In the described method, the heating step comprises heating the emulsion for about 1 hour to about 20 hours, preferably about 2 hours to about 15 hours, more preferably about 4 hours to about 10 hours, and most preferably about 5 hours to about 7 hours, thereby applying about 500 joules / kg to about 5000 joules / kg to the emulsion, about 1000 joules / kg to about 4500 joules / kg to the emulsion, and about 2900 joules / kg to about 4000 joules / kg to the emulsion, which is sufficient to heat the emulsion.

[0182] Prior to the heating step, the emulsion may be characterized by a volume weighted particle size median of emulsion droplets of about 0.5 microns to about 100 microns, further about 1 micron to about 60 microns, or further 20 to 50 microns, preferably about 30 microns to about 50 microns, for the purpose of forming a population of delivery particles having a volume weighted target size of, for example, about 30 to about 50 microns.

[0183] The beneficial agent may be selected as described above and is preferably a fragrance containing one or more fragrance ingredients. The beneficial agent may be the major or even the sole constituent of the oil phase in which other materials are dissolved or dispersed.

[0184] A masking agent, such as an amine such as methyl anthranilate and / or dimethyl anthranilate, may be added to the same phase as the aldehyde and / or ketone-containing benefit agent. Preferably, this is the oil phase. Even more preferably, the masking agent and the associated benefit agent(s) are premixed (optionally further premixed with a partitioning regulator) before being combined with a structural monomer, a free radical initiator, or a mixture thereof.

[0185] The partitioning regulator may be selected from the group consisting of isopropyl myristate, vegetable oil, modified vegetable oil, mono-, di-, and tri-esters of C4-C24 fatty acids, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof, and may preferably be isopropyl myristate. The partitioning regulator may be provided in an amount such that it constitutes from about 5 wt% to about 55 wt% of the core of the delivery particle.

[0186] The resulting delivery particles desirably have the above-described core:wall ratio and / or particle size, as such characteristics have been found to provide advantageous performance.

[0187] As a result of the method for making the delivery particles provided herein, the delivery particles may be present in an aqueous slurry. For example, the particles may be present in the slurry at a concentration of from about 20 wt% to about 60 wt%, preferably from about 30 wt% to about 50 wt% of the slurry. Additional materials such as preservatives, solvents, structuring agents, or other processing or stabilizing aids may be added to the slurry. The slurry may contain one or more fragrances different from the fragrance(s) contained in the core of the benefit agent delivery particles (i.e., non-encapsulated fragrances).

[0188] Exemplary synthetic methods by which the delivery particles according to the present disclosure can be formed are further described in Example 1 below.

[0189] Consumer product adjunct The consumer product composition of the present disclosure includes consumer product adjuvants in addition to a group of delivery particles. The consumer product adjuvants may provide benefits in the intended end use of the composition or may be processing aids and / or stabilizing aids.

[0190] Suitable consumer product adjuvants may include surfactants, conditioning agents, adhesion aids, rheology modifiers or structuring agents, bleaching systems, stabilizers, builders, chelating agents, migration inhibitors, dispersants, enzymes and enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clays and soil release / redeposition inhibitors, optical brighteners, foam suppressants, silicones, hue agents, aesthetic dyes, additional fragrances and fragrance delivery systems, structure elasticizers, carriers, hydrotropes, processing aids, anti-caking agents, coatings, formaldehyde scavengers, and / or pigments.

[0191] Depending on the intended form, formulation, and / or end use, the composition of the present disclosure may not include one or more of the following adjuvants: bleach activators, surfactants, builders, chelating agents, migration inhibitors, dispersants, enzymes and enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clays and soil release / redeposition inhibitors, optical brighteners, foam suppressants, dyes, additional fragrances and fragrance delivery systems, structure elasticizers, fabric softeners, carriers, hydrotropes, processing aids, structuring agents, anti-caking agents, coatings, formaldehyde scavengers, and / or pigments.

[0192] The exact nature of these additional components and the concentration at which they are incorporated depend on the physical form of the composition and the nature of the operations being performed. However, when one or more adjuvants are present, such one or more adjuvants can be present as detailed below. The following is a non-limiting list of suitable additional adjuvants.

[0193] A. Surfactants The composition of the present disclosure may include surfactants. Surfactants can be useful, for example, for providing cleaning benefits. The composition may include a surfactant system that can contain one or more surfactants.

[0194] The composition of the present disclosure may contain a surfactant system in an amount of about 0.1 wt% to about 70 wt%, or about 2 wt% to about 60 wt%, or about 5 wt% to about 50 wt% of the composition. The liquid composition may contain a surfactant system in an amount of about 5 wt% to about 40 wt% of the composition. Compositions suitable for dense formulations, such as dense, liquid, gel, and / or unit dose forms, may contain a surfactant system in an amount of about 25 wt% to about 70 wt%, or about 30 wt% to about 50 wt% of the composition.

[0195] The surfactant system may include anionic surfactants, nonionic surfactants, zwitterionic surfactants, cationic surfactants, amphoteric surfactants, or combinations thereof. The surfactant system may include linear alkylbenzene sulfonates, alkyl ethoxylated sulfates, alkyl sulfates, nonionic surfactants such as ethoxylated alcohols, amine oxides, or mixtures thereof. The surfactant may at least partially be derived from natural resources such as natural feedstock alcohols.

[0196] Suitable anionic surfactants may include any conventional anionic surfactant. This may include, for example, sulfate detergency surfactants for alkoxylated and / or non-alkoxylated alkyl sulfate materials, and / or sulfonic acid-based detergency surfactants, such as alkylbenzene sulfonate. The anionic surfactant may be linear, branched, or a combination thereof. Preferred surfactants include linear alkyl benzene sulfonate (LAS), alkyl ethoxylated sulfate (AES), alkyl sulfate (AS), or mixtures thereof. Other suitable anionic surfactants include modified alkyl benzene sulfonate (MLAS), methyl ester sulfonate (MES), sodium lauryl sulfate (SLS), sodium lauryl ether sulfate (SLES), and / or alkyl ethoxylated carboxylate (AEC). The anionic surfactant may be present in acid form, salt form, or a mixture thereof. The anionic surfactant may be partially or wholly neutralized, for example, by an alkali metal (e.g., sodium) or an amine (e.g., monoethanolamine).

[0197] The surfactant system may contain a nonionic surfactant. Suitable nonionic surfactants include alkoxylated fatty alcohols such as ethoxylated fatty alcohols. Other suitable nonionic surfactants include alkoxylated alkylphenols, alkylphenol condensates, medium-chain branched alcohols, medium-chain branched alkyl alkoxylates, alkyl polysaccharides (e.g., alkyl polyglycosides), polyhydroxy fatty acid amides, ether-capped poly(oxyalkylated) alcohol surfactants, and mixtures thereof. The alkoxylate units may be ethyleneoxy units, propyleneoxy units, or mixtures thereof. The nonionic surfactant may be linear, branched (e.g., medium-chain branched), or a combination thereof. Certain nonionic surfactants may include alcohols having an average of about 12 to about 16 carbons and an average of about 3 to about 9 ethoxy groups, such as a C12-C14 EO7 nonionic surfactant.

[0198] Suitable zwitterionic surfactants include betaines such as alkyldimethylbetaine and cocoamidopropyl betaine, C 8 -C 18 (e.g., C 12 -C 18 ) amine oxides (e.g., C 12 - 14 dimethylamine oxide), and / or N-alkyl-N,N-dimethylamino-1-propanesulfonates (where the alkyl group may be C 8 -C 18 or C 10 -C 14 ) and any conventional zwitterionic surfactants such as sulfobetaines and hydroxybetaines. The zwitterionic surfactant may include amine oxides.

[0199] Depending on the complex and / or the intended end use, the composition may substantially not contain a specific surfactant. For example, a liquid fabric enhancing composition such as a fabric softener may substantially not contain an anionic surfactant because such a surfactant can interact negatively with the cationic component.

[0200] B. Conditioning Active Substances The compositions of the present disclosure may contain a conditioning active substance. Compositions containing a conditioning active substance may provide benefits related to softness, anti-wrinkle, anti-static, conditioning, anti-elongation, color, and / or appearance.

[0201] The conditioning active substance may be present at a concentration of about 1% to about 99% by weight of the composition. The composition may contain from about 1% by weight, or from about 2% by weight, or from about 3% by weight, up to about 99% by weight, or up to about 75% by weight, or up to about 50% by weight, or up to about 40% by weight, or up to about 35% by weight, or up to about 30% by weight, or up to about 25% by weight, or up to about 20% by weight, or up to about 15% by weight, or up to about 10% by weight of the conditioning active substance. The composition may contain from about 5% to about 30% by weight of the conditioning active substance.

[0202] Suitable conditioning active substances for the compositions of the present disclosure include quaternary ammonium ester compounds, silicones, non-ester quaternary ammonium compounds, amines, fatty acid esters, sucrose esters, silicones, dispersible polyolefins, polysaccharides, fatty acids, softening or conditioning oils, polymer latexes, or combinations thereof.

[0203] This composition may include a quaternary ammonium ester compound, a silicone, or a combination of multiple sets thereof, preferably a combination of one set. The total amount of the quaternary ammonium ester compound and the silicone may be about 5 wt% to about 70 wt%, or about 6 wt% to about 50 wt%, or about 7 wt% to about 40 wt%, or about 10 wt% to about 30 wt%, or about 15 wt% to about 25 wt% of the composition. The composition may contain the quaternary ammonium ester compound and the silicone in a weight ratio of about 1:10 to about 10:1, or about 1:5 to about 5:1, or about 1:3 to about 1:3, or about 1:2 to about 2:1, or about 1:1.5 to about 1.5:1, or about 1:1.

[0204] The composition may contain a mixture of different types of conditioning active substances. The compositions of the present disclosure may contain specific conditioning active substances, but may not substantially contain other conditioning active substances. For example, the composition may not contain a quaternary ammonium ester compound, a silicone, or both. The composition may contain a quaternary ammonium ester compound, but may not substantially contain a silicone. The composition may contain a silicone, but may not substantially contain a quaternary ammonium ester compound.

[0205] C. Adhesion Aid The compositions of the present disclosure may include an adhesion aid. The adhesion aid may facilitate the adhesion of delivery particles, conditioning active substances, fragrances, or combinations thereof, improve the performance effects of the composition, and / or enable more efficient formulation of such beneficial agents. The composition may contain from 0.0001 wt% to 3 wt%, preferably from 0.0005 wt% to 2 wt%, more preferably from 0.001 wt% to 1 wt%, or about 0.01 wt% to about 0.5 wt%, or about 0.05 wt% to about 0.3 wt% of the adhesion aid based on the composition. The adhesion aid may be a cationic or amphoteric polymer, preferably a cationic polymer.

[0206] General cationic polymers and methods for their production are well known in the literature. Suitable cationic polymers include quaternary ammonium polymers known as "polyquaternium" polymers named by the International Nomenclature of Cosmetic Ingredients, for example, polyquaternium-6 (poly(diallyldimethylammonium chloride)), polyquaternium-7 (copolymer of acrylamide and diallyldimethylammonium chloride), polyquaternium-10 (quaternized hydroxyethyl cellulose), polyquaternium-22 (copolymer of acrylic acid and diallyldimethylammonium chloride).

[0207] The adhesion aid may be selected from the group consisting of polyvinylformamide, partially hydroxylated polyvinylformamide, polyvinylamine, polyethyleneimine, ethoxylated polyethyleneimine, polyvinyl alcohol, polyacrylate, and combinations thereof. The cationic polymer may contain cationic acrylate.

[0208] The adhesion aid can be added to the consumer product composition simultaneously with the delivery particles (e.g., simultaneously with the encapsulated beneficial agent) or directly / independently. The weight average molecular weight of the polymer, when measured by size exclusion chromatography against a polyethylene oxide standard using refractive index (RI) detection, may be from 500 daltons to 5,000,000 daltons, or from 1000 daltons to 2,000,000 daltons, or from 2500 daltons to 1,500,000 daltons. The weight average molecular weight of the cationic polymer may be from 5000 daltons to 37,500 daltons.

[0209] D. Rheology Modifier / Structurant The compositions of the present disclosure may include a rheology modifier and / or a structuring agent. The rheology modifier may be used to "thicken" or "thin" the liquid composition to a desired viscosity. The structuring agent may be used to facilitate phase stability and / or to suspend particles in the liquid composition such as the delivery particles described herein, or to inhibit their aggregation.

[0210] Suitable rheology modifiers and / or structuring agents include non-polymeric crystalline hydroxyl-functional structuring agents (including those based on hydrogenated castor oil), polymeric structuring agents, cellulose fibers (e.g., microfibrillated cellulose derivable from bacterial, fungal, or plant origin including wood), diamide gelling agents, or combinations thereof.

[0211] The polymeric structuring agent may be of natural or synthetic origin. Natural-derived polymeric structuring agents may include hydroxyethyl cellulose, hydrophobically modified hydroxyethyl cellulose, carboxymethyl cellulose, polysaccharide derivatives, and mixtures thereof. Polysaccharide derivatives may include pectin, alginate, arabinogalactan (gum arabic), carrageenan, gellan gum, xanthan gum, guar gum, and mixtures thereof. Synthetic polymeric structuring agents may include polycarboxylate, polyacrylate, hydrophobically modified ethoxylated urethane, hydrophobically modified nonionic polyol, and mixtures thereof. The polycarboxylate polymer may include polyacrylate, polymethacrylate, or mixtures thereof. The polyacrylate may include a copolymer of an unsaturated monocarboxylic or dicarboxylic acid and a C 1 ~C 30 alkyl ester of (meth)acrylic acid. Such a copolymer is available from Noveon inc under the trade name Carbopol Aqua 30. Another suitable structuring agent is sold under the trade name Rheovis CDE available from BASF.

[0212] Method for preparing the composition The present disclosure relates to a method of making any of the consumer product compositions described herein. The method of making a consumer product composition may include combining the delivery particles (or group thereof) described herein with a consumer product adjuvant material described herein.

[0213] The delivery particles can be combined with one or more such consumer product adjuvant materials when the delivery particles are in one or more forms including a slurry form, an undiluted delivery particle form, and a spray-dried delivery particle form, preferably the slurry form. The delivery particles can be combined with such consumer product adjuvant materials by a method including mixing and / or spraying.

[0214] The compositions of the present disclosure can be formulated into any suitable form and can be prepared by any method selected by the formulator. The delivery particles and the adjuvant material may be combined in a batch process, a circulation loop process, and / or an in-line mixing process. Suitable apparatuses for use in the methods disclosed herein include continuous stirred tank reactors, homogenizers, turbine stirrers, recirculation pumps, paddle mixers, high shear mixers, static mixers, plow shear mixers, ribbon blenders, vertical axis granulators, and drum mixers (both batch type and, if available, configured for continuous processes), spray dryers, and extruders.

[0215] Method of treating a surface or an article The present disclosure further relates to a method of treating a surface or an article with a composition according to the present disclosure. Such methods may provide benefits related to cleaning, conditioning, and / or deodorizing.

[0216] Suitable surfaces or articles can include fabrics (including clothing, towels, or linens), hard surfaces (such as tiles, porcelain, linoleum, or wood floors), tableware, hair, skin, or mixtures thereof.

[0217] The method may include the step of contacting a surface or an article with the composition of the present disclosure. The composition may be in its neat form or diluted with a liquid, such as a cleaning liquid or a rinsing liquid. The composition may be diluted with water before, during, or after contact with the surface or the article. The surface or the article may optionally be washed and / or rinsed before and / or after the contacting step.

[0218] A method for treating and / or cleaning a surface or an article may a) optionally, the step of washing, rinsing, and / or drying the surface or the article; b) optionally, the step of contacting the surface or the article with the composition described herein in the presence of water; c) optionally, the step of washing and / or rinsing the surface or the article; d) optionally, the step of drying by passive drying and / or by an active method such as a washing dryer.

[0219] For the purposes of the present invention, washing includes, but is not limited to, scrubbing and mechanical agitation. The fabric may include almost any fabric that can be washed or treated under standard consumer use conditions.

[0220] The liquid that may contain the disclosed composition may have a pH of from about 3 to about 11.5. When diluted, such a composition is typically used at a concentration of from about 500 ppm to about 15,000 ppm in solution. When the cleaning solvent is water, the water temperature is typically in the range of from about 5 °C to about 90 °C, and when the site includes fabric, the ratio of water to fabric is typically from about 1:1 to about 30:1.

[0221] Combination Specifically contemplated combinations of the present disclosure are described herein in the following alphabetically lettered paragraphs. These combinations are essentially for illustrative purposes and are not intended to be limiting.

[0222] A consumer product composition comprising a consumer product adjunct material and a group of delivery particles, wherein the delivery particles comprise a core and a polymeric wall surrounding the core, and the delivery particles are obtained by a method comprising: (a) providing a core material and a wall-forming material, wherein the wall-forming material comprises a structural monomer and a free radical initiator, the core material comprises a beneficial agent and a shielding agent, the beneficial agent comprises an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof; and (b) encapsulating the core material in a polymeric wall made at least in part from the wall-forming material to form a group of core / shell delivery particles, wherein the weight ratio of the core material to the wall polymer is at least 95:5.

[0223] B. A consumer product composition comprising a consumer product adjunct material and a group of delivery particles, wherein the delivery particles comprise a core material and a polymeric wall surrounding the core material, the weight ratio of the core material to the polymeric wall is at least 95:5, the polymeric wall comprises a wall polymer obtainable from a wall-forming material, the wall-forming material comprises a structural monomer and a free radical initiator, the core material comprises a beneficial agent and a shielding agent, the beneficial agent comprises an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0224] C. A consumer product composition comprising a consumer product adjunct material and a group of delivery particles, wherein the delivery particles comprise a core material and a polymeric wall surrounding the core material, the weight ratio of the core material to the polymeric wall is at least 95:5, the polymeric wall is formed by a free radical polymerization process, the core material comprises a beneficial agent and a shielding agent, the beneficial agent comprises an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof, and the shielding agent can form a complex with an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a combination thereof.

[0225] The consumer product composition according to any one of items A to C, wherein the weight ratio of the core material to the polymer wall is at least 96:4, preferably at least 97:3, more preferably at least 97.5:2.5, and even more preferably at least 98:2.

[0226] The consumer product composition according to any one of items A to D, wherein the polymer wall contains a poly(meth)acrylate polymer.

[0227] The consumer product composition according to any one of items A to E, wherein the structural monomer is present at a concentration of at least 50% by weight, preferably at least 60% by weight, preferably at least 70% by weight, more preferably at least 80% by weight of the wall-forming material.

[0228] The consumer product composition according to any one of items A to F, wherein the structural monomer contains a (meth)acrylate monomer.

[0229] The consumer product composition according to item G, wherein the (meth)acrylate monomer is present at a concentration of at least 50% by weight, preferably at least 60% by weight, preferably at least 70% by weight, more preferably at least 80% by weight, and even more preferably at least 90% by weight of the structural monomer.

[0230] The consumer product composition according to item G or H, wherein the (meth)acrylate monomer contains a polyfunctional (meth)acrylate monomer having at least 3, preferably at least 4, at least 5, or even at least 6 radically polymerizable functional groups, provided that at least 1, more preferably at least 3 of the radically polymerizable groups are acrylate or methacrylate.

[0231] The consumer product composition according to any one of items G to I, wherein the (meth)acrylate monomer contains an oil-soluble or oil-dispersible (meth)acrylate monomer.

[0232] The K free radical initiator is a material selected from the group consisting of peroxide initiators, azo initiators, and combinations thereof, preferably peroxides, dialkyl peroxides, alkyl peroxides, peroxy esters, peroxy carbonates, peroxy ketones, peroxy dicarbonates, 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylpentanenitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(2-methylpropanenitrile), 2,2'-azobis(2-methylbutyronitrile), 1,1'-azobis(cyclohexanecarbonitrile), 1,1'-azobis(cyanocyclohexane), benzoyl peroxide, decanoyl peroxide, lauroyl peroxide, di(n-propyl) peroxydicarbonate, di(sec-butyl) peroxydicarbonate, di-(2-ethylhexyl) peroxydicarbonate, 1,1-dimethyl-3-hydroxybutyl peroxyneodecanoate, a-cumyl peroxyneodecanoate, t-amyl peroxyneodecanoate, t-butyl peroxyneodecanoate, t-amyl peroxypivalate, t-butyl peroxypivalate, 2,5-dimethyl 2,5-di(2-ethylhexanoylperoxy)hexane, t-amyl peroxy-2-ethyl-hexanoate, t-butyl peroxy-2-ethylhexanoate, t-butyl peroxyacetate, di-t-amyl peroxyacetate, t-butyl peroxide, di-t-amyl peroxide, 2,5-dimethyl-2,5-di-(t-butylperoxy)hexyne-3, cumene hydroperoxide, 1,1-di-(t-butylperoxy)-3,3,5-trimethyl-cyclohexane, 1,1-di-(t-butylperoxy)-cyclohexane, 1,1-di-(t-amylperoxy)-cyclohexane, ethyl-3,3-di-(t-butylperoxy)-butyrate, t-amyl perbenzoate, t-butyl perbenzoate, ethyl 3,3-di-(t-amylperoxy)-butyrate, and combinations thereof, more preferably 4,4'-azobis(4-cyanovaleric acid), 1,1'-azobis(cyclohexanecarbonitrile), 2,A consumer product composition according to any one of items A - J, comprising at least one free radical initiator selected from the group consisting of 2'-azobis(2-methylbutyronitrile) and combinations thereof.

[0233] L. A consumer product composition according to any one of items A - K, wherein the free radical initiator comprises a first free radical initiator and a second free radical initiator.

[0234] M. A consumer product composition according to any one of items A - L, wherein the free radical initiator comprises a water-soluble or water-dispersible free radical initiator, preferably a water-soluble or water-dispersible free radical initiator and an oil-soluble or oil-dispersible free radical initiator.

[0235] N. The beneficial agent comprises a fragrance raw material, preferably the fragrance raw material comprises at least about 20% by weight, preferably at least about 25% by weight, more preferably at least about 30% by weight, more preferably at least about 40% by weight, even more preferably at least about 50% by weight of an aldehyde-containing fragrance raw material, a ketone-containing raw material, or a mixture thereof, based on the weight of the fragrance raw material, in a consumer product composition according to any one of items A - M.

[0236] O. The masking agent, when reacted with an amine-containing compound, a silicon-containing compound, a sulfur-containing compound, an aldehyde-containing beneficial agent, a ketone-containing beneficial agent, or a mixture thereof, forms an alkylidene-containing compound according to formula (I):

[0237]

Chemical formula

[0238] P. A consumer product composition according to any one of items A - O, wherein the masking agent is an amine-containing compound.

[0239] Q. The consumer product composition according to any one of items A to P, wherein the masking agent is an amine-containing compound selected from the group consisting of methyl anthranilate, dimethyl anthranilate, and mixtures thereof.

[0240] R. The consumer product composition according to any one of items A to Q, wherein the masking agent is present at a concentration of at least about 1% by weight, preferably at least about 3% by weight, more preferably at least about 5% by weight of the beneficial agent.

[0241] S. The consumer product composition according to any one of items A to R, wherein at least a part of the aldehyde-containing beneficial agent and / or the ketone-containing beneficial agent is present in the form of a complex with at least a part of the masking agent, and preferably the complex is a covalently bonded compound.

[0242] T. The consumer product composition according to any one of items A to S, wherein the core material further comprises a dispensing regulator, preferably the dispensing regulator is present at a concentration of about 5% to about 55% by weight of the core material, more preferably the dispensing regulator is selected from the group consisting of isopropyl myristate, vegetable oil, modified vegetable oil, mono-, di-, and tri-esters of C4-C24 fatty acids, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof, and even more preferably isopropyl myristate.

[0243] U. The consumer product composition according to any one of items A to T, wherein the wall of the encapsulant further comprises a polymeric emulsifier trapped in the wall, and preferably the polymeric emulsifier comprises polyvinyl alcohol.

[0244] V. The method for obtaining the core / wall delivery particles includes combining two liquid phases, the first phase being an aqueous phase and the second phase being an oil phase, and the beneficial agent, the masking agent, at least one (meth)acrylate monomer, and at least one free radical initiator are present in the same liquid phase, preferably in the oil phase, of the consumer product composition according to any one of items A to U.

[0245] A consumer product composition according to any one of claims A - V, wherein the method for obtaining the W-core / wall delivery particles comprises combining the beneficial agent and the shielding agent before combining the beneficial agent and the shielding agent with the wall-forming material.

[0246] A consumer product composition according to any one of claims A - W, wherein the delivery particles are characterized by a volume-weighted particle size median of from about 10 to about 100 microns, preferably from about 15 to about 60 microns, more preferably from about 20 to about 50 microns, and even more preferably from about 30 to about 40 microns.

[0247] A consumer product composition according to any one of claims A - X, wherein the group of delivery particles is characterized by an average breaking strength of from about 0.5 to about 5 MPa, preferably from about 1 to about 3 MPa, more preferably from about 1 to about 2 MPa.

[0248] A consumer product composition according to any one of claims A - Y, wherein the delivery particles further comprise a coating.

[0249] A consumer product composition according to any one of claims A - Z, wherein the consumer product adjuvant is selected from the group consisting of surfactants, conditioning active substances, adhesion aids, rheology modifiers or structuring agents, bleaching systems, stabilizers, builders, chelating agents, migration inhibitors, dispersants, enzymes, enzyme stabilizers, catalytic metal complexes, polymeric dispersants, clays and soil removal / redeposition inhibitors, optical brighteners, foam inhibitors, silicones, hue agents, aesthetic dyes, undiluted fragrances, additional fragrance delivery systems, structure elasticizers, carriers, hydrotropes, processing aids, antiagglomerants, coatings, formaldehyde scavengers, pigments, and mixtures thereof.

[0250] A consumer product composition according to any one of claims A - AA, wherein the composition is a fabric care composition, a hard surface cleaning composition, a dish care composition, a hair care composition, a body cleansing composition, or a mixture thereof, preferably a fabric care composition, preferably a laundry detergent composition, a fabric conditioning composition, a laundry additive, a fabric pretreatment composition, a fabric refresher composition, or a fabric care composition that is a mixture thereof.

[0251] CC. The consumer product composition according to any one of items A to BB, wherein the composition is in the form of a liquid composition, a granular composition, a hydrocolloid, a single-compartment pouch, a multi-compartment pouch, a soluble sheet, a pastille or bead, a fibrous article, a tablet, a stick, a bar, a flake, a foam / mousse, a non-woven sheet, or a mixture thereof.

[0252] DD. A method of treating a surface, comprising the step of contacting the surface, optionally in the presence of water, with the consumer product composition according to any one of items A to CC.

[0253] Test methods It will be understood that the respective values of the parameters of the subject matter claimed by the applicant herein and described and claimed in this specification should be determined using the test methods disclosed in the test methods section of this application.

[0254] Extraction of delivery particles from the final product. In this specification, unless otherwise expressly stated, the preferred method for isolating delivery particles from the final product is based on the fact that the majority of the density of such delivery particles is different from the density of water. To dilute and / or release the delivery particles, the final product is mixed with water. The diluted product suspension is centrifuged to accelerate the separation of the delivery particles. Such delivery particles tend to float or sink in the diluted solution / dispersion of the final product. Using a pipette or spatula, the upper and lower layers of this suspension are removed and further subjected to rounds of dilution and centrifugation to separate and concentrate the delivery particles. An optical microscope equipped with a cross-polarization filter or differential interference contrast (DIC) is used to observe the delivery particles at a total magnification of 100 times to at least 400 times. Microscopic observation provides information on the presence, size, and initial indicators of aggregation of the delivery particles.

[0255] To extract delivery particles from the final product of the liquid fabric improver, the following procedure is performed: 1. Take three 20 mL aliquots of the liquid budesonide upward agent and place them separately into three 50 mL centrifuge tubes. Dilute each aliquot with aliquot:deionized water = 1:1 (for example, 20 mL budesonide upward agent + 20 mL deionized water), mix each aliquot well, and centrifuge each aliquot at about 10000×g for 30 minutes. 2. After centrifugation in Step 1, discard the bottom aqueous layer (about 10 mL) in each 50 mL centrifuge tube, and then add 10 mL of deionized water to each 50 mL centrifuge tube. 3. Repeat the process of centrifugation, removal of the bottom aqueous layer, and subsequent addition of 10 mL of deionized water to each 50 mL centrifuge tube two more times for each aliquot. 4. Remove the top layer with a spatula or pipette. 5. Transfer this top layer to a 1.8 mL centrifuge tube and centrifuge at about 20000×g for 5 minutes. 6. Remove the top layer with a spatula, transfer it to a new 1.8 mL centrifuge tube, add deionized water until the tube is completely full, and then centrifuge at about 20000×g for 5 minutes. 7. Remove the bottom layer with a thin pipette, add deionized water until the tube is completely full, and centrifuge at about 20000xg for 5 minutes. 8. Repeat Step 7 five more times (for a total of six times).

[0256] If both the top layer and the bottom layer in Step 1 above appear to be rich in delivery particles, immediately proceed to Step 3 (i.e., skip Step 2) and proceed to Steps 4 - 8. Once those steps are completed, use a spatula and / or pipette to remove the bottom layer from the 50 mL centrifuge tube from Step 1. Transfer the bottom layer to a 1.8 mL centrifuge tube and centrifuge at about 20000×g for 5 minutes. Remove the bottom layer in the new tube, add deionized water until the tube is completely full, and then centrifuge at about 20000×g for 5 minutes. Remove the top layer (water) and add deionized water again until the tube is full. Repeat this five more times (for a total of six times). Combine the isolated top layer and bottom layer rich in delivery particles back together.

[0257] If the fabric softener or fabric improver is white or it is difficult to distinguish the layer rich in delivery particles, add 4 drops of a dye (such as Milliken&Company, Spartanburg, South Carolina, USA's Liquitint Blue JH 5% premix) to the centrifuge tube in Step 1 and proceed with the isolation as described.

[0258] To extract delivery particles from a solid final product that is easily dispersible in water, mix 1 L of deionized water with 20 g of the final product (such as a detergent foam, film, gel, and granule, or a water-soluble polymer; soap flakes and soap bars, and other matrices such as salts, sugars, clays, and starches that are easily soluble in water). When extracting delivery particles from a final product that is not easily dispersible in water, such as wax, dryer sheet, dryer bar, and greasy materials, it may be necessary to add a detergent to the product and diluent to release the delivery particles from the matrix and stir and / or gently heat. Since these operations may damage the delivery particles during this stage, the use of organic solvents or drying of the delivery particles during the extraction process must be avoided.

[0259] Regarding the extraction of delivery particles from a liquid final product that is not a fabric softener or fabric improver (such as a liquid laundry detergent, liquid dishwashing detergent, liquid hand soap, lotion, shampoo, conditioner, and hair dye), mix 20 mL of the final product with 20 mL of deionized water. To increase the density of the solution and facilitate the floating of the delivery particles to the top layer, NaCl (such as 1 - 4 g of NaCl) may be added to the dilution suspension as needed. If the product has a white color that makes it difficult to distinguish the layer of delivery particles formed during centrifugation, a water-soluble dye may be added to the diluent to provide a visual contrast.

[0260] The mixture of water and product is subjected to successive rounds of centrifugation, involving removal of the top and bottom layers and resuspension of those layers in fresh diluent, followed by further centrifugation, isolation, and resuspension. Each round of centrifugation is carried out in a tube with a volume of 1.5 - 50 mL, using a centrifugal force of up to 20,000×g over a period of 5 - 30 minutes. Typically, at least 6 rounds of centrifugation are required to extract and clean sufficient delivery particles for testing. For example, the first round of centrifugation may be carried out in a 50 mL tube rotated at 10,000×g for 30 minutes, followed by 5 further rounds of centrifugation. The material from the top and bottom layers is resuspended separately in fresh diluent in 1.8 mL tubes and rotated at 20,000×g for 5 minutes per round.

[0261] If delivery particles are microscopically observed in both the upper and lower layers, the delivery particles from these two layers are combined again after the final centrifugation step to create a single sample containing all of the delivery particles extracted from the product. The extracted delivery particles should be analyzed as soon as possible, but may be stored as a deionized water suspension for up to 14 days prior to analysis.

[0262] Those skilled in the art will recognize that various other protocols can be constructed to extract and isolate delivery particles from the final product, and will also recognize that such methods require validation through comparison of measurements obtained before and after adding and extracting delivery particles from the final product.

[0263] Determination of fragrance leakage To determine fragrance leakage, a liquid detergent with a fragrance encapsulate is prepared and stored (e.g., at 35°C for 1 week), and then compared to a reference sample of a liquid detergent having the same total fragrance concentration (e.g., 1 wt%) but without encapsulation.

[0264] To prepare the internal standard solution, 70 mg of tonalide is weighed, 20 mL of hexane p.a. is added, and the mixture is mixed. 200 μL of this mixture is added to 20 mL of hexane p.a. and mixed and homogenized to form the internal standard solution.

[0265] To extract the fragrance from the liquid phase of the test sample or reference sample, place 2 grams of the detergent sample and 2 mL of the internal standard solution in an extraction container. Extract the free fragrance from the detergent sample by gently inverting the extraction container 20 times by hand. Add sodium sulfate up to the tip of a spoon to the extraction container. Induce layer separation.

[0266] To collect gas chromatograph data, immediately after layer separation, transfer the hexane layer to a gas chromatograph autosampler vial and cap the vial. Inject 1.5 μL of splitless into the gas chromatograph injection port. Perform gas chromatography - mass spectrometry (chromatographic separation on Durawax - 4 [60 m, 0.32 mm ID, 0.25 μm film] at 40 °C / 4 °C / min / 230 °C / 20’).

[0267] Calculate the fragrance leakage from the encapsulant per fragrance raw material according to the following calculation:

[0268]

Equation

[0269] The total fragrance leakage is the sum of the fragrance leakage from the capsules per individual PRM.

[0270] To determine the fragrance retention (e.g., the percentage of fragrance remaining in the encapsulant), subtract the "fragrance leakage rate %" from 100.

[0271] Viscosity Use an AR550 rheometer / viscometer manufactured by TA instruments (New Castle, DE, USA) and use parallel steel plates with a diameter of 40 mm and a gap size of 500 μm to measure the viscosity of the final liquid product. The high - shear viscosity at 20 seconds -1 and the low - shear viscosity at 0.05 seconds -1 are obtained from a logarithmic shear rate sweep from 0.01 seconds -1 ~25 seconds -1 at 21 °C for 3 minutes.

[0272] Spices, perfume raw materials (PRMs), and / or dispensing regulators A. Identity and total amount To determine the identity and quantify the total amount of spices, perfume components, or perfume raw materials (PRMs), or dispensing regulators, in the capsule slurry and / or encapsulated within the delivery vehicle, gas chromatography with a mass spectrometer / flame ionization detector (GC-MS / FID) is used. Suitable equipment includes an Agilent Technologies G1530A GC / FID; a Hewlett Packer Mass Selective Device 5973, and a 5%-phenyl-methylpolysiloxane column J&W DB-5 (length 30 m x inner diameter 0.25 mm x film thickness 0.25 μm). Weigh approximately 3 g of the final product or suspension of the delivery capsule, record its weight, then dilute the sample with 30 mL of deionized water and filter it through a nitrocellulose filter membrane with a pore size of 5.0 μm. Solubilize the material captured on the filter with 5 mL of an ISTD solution (25.0 mg / L tetradecane in absolute alcohol) and heat it at 60 °C for 30 minutes. Filter the cooled solution through a PTFE syringe filter with a pore size of 0.45 μm and analyze it via GC-MS / FID. Three known perfumes are used as comparative standards. Data analysis involves subtracting the ISTD area count from the total area count and summing, and calculating the average response factor (RF) of the three standard perfumes. Then, the response factor and total area count of the perfume encapsulated in the product are used, along with the weight of the sample, to determine the total weight percentage of each PRM in the encapsulated perfume. The PRM is identified from the mass spectrometry peak.

[0273] B. Amount of unencapsulated material To determine the amount of unencapsulated fragrance and (optionally) dispensing regulator material in a composition such as a slurry, the following apparatus can be used for this analysis using the analytical procedure provided after the table.

[0274]

Table 3

[0275] To prepare the fragrance standard in ISS hexane, weigh 0.050 + / - 0.005 g of the desired PMC essential oil into a 50 mL volumetric flask (or recalculate the g of essential oil added for other volume sizes). Fill to the line with the above ISS hexane solution. ISS hexane is 0.1 g of tetradecane in 4 liters of hexane.

[0276] To prepare a 5% surfactant solution, weigh 50 g + / - 1 g of sodium dodecyl sulfate into a beaker and quantitatively transfer it to a 1 liter volumetric flask using purified water, ensuring that the surfactant is completely dissolved.

[0277] To prepare a sample of the PMC composition (e.g., slurry), confirm that the composition (e.g., slurry) is well mixed and mix if necessary. Weigh 0.3 + / - 0.05 g of the composition sample into the bottom of a 10 mL vial. Avoid the composition adhering to the walls of the vial.

[0278] To operate the instrument, determine the target ions for the quantification of each PRM (and optionally, the dispensing regulator), along with at least one, preferably two, confirmation ions. The calibration curve is generated from the fragrance standard for each PRM. Using the sample weight and the individual PRM weight %, the integration and amount of the extracted ions (EIC) for each PRM are plotted or recorded.

[0279] The amount of free oil is determined from the response of each PRM to the calibration curve and summed across all different fragrance materials and optionally, the dispensing regulator.

[0280] C. Determination of the Encapsulated Substance The determination of the encapsulated oil and optionally, the dispensing regulator is carried out by subtracting the weight of the free / unencapsulated oil found in the composition from the weight of the total oil found in the composition (e.g., slurry).

[0281] Analytical Determination of the Wall Material This method determines the amount of the wall material. First, the wall material of particles having a diameter larger than 0.45 micrometers is isolated by dead-end filtration. Subsequent analysis by thermogravimetric analysis enables the elimination of inorganic materials and other (organic) raw material slurry components.

[0282] A. Sample Preparation This procedure applies dead-end filtration to eliminate the soluble fraction of the sample. Different solvents are used successively to maximize the removal of interfering substances prior to TGA analysis.

[0283] The following materials and / or equipment are used. ● Filtration Device ○ Vacuum pump: Millipore Model WP6122050 or equivalent. ○ Thick-walled vacuum tube for connecting the pump to the filtration device. ○ Filtration flask 500 or 1000 ml. ○ Filtration cup: e.g., 250 ml Millipore Filtration funnel (“Milli Cup”), filtration material: 0.45 micrometer membrane, solvent-resistant. ○ Sealable plastic container for accommodating the filtration device while weighing. ○ Standard laboratory glassware (100 - 250 ml glass beaker, 50 - 250 ml graduated cylinder). ● Drying Device ○ Vacuum oven and vacuum pump (set at 60 - 70 °C / vacuum: 30 inches of mercury vacuum). ○ Desiccator or constant humidity chamber (to keep the residue in a controlled environment during cooling). ● Solvent ○All solvents: analytical grade Minimum: 2-propanol, acetone, chloroform.

[0284] The filtration procedure is as follows. To prepare the filtration apparatus, record the weight of the pre-dried filtration apparatus (e.g., Milli cup filter) up to 0.1 - 0.2 mg. The pre-drying involves the same drying process as that performed on the filter after filtration is complete.

[0285] Filter the sample by weighing 1 - 2 grams of the slurry raw material (note: weight up to 0.1 - 0.2 mg) into a glass beaker (250 ml) or directly into the filtration apparatus. Add 20 ml of deionized water and swirl to homogenize the sample. Add 80 ml of isopropyl alcohol and homogenize the sample with the solvent. Use heating to agglomerate the sample. Place the filtration apparatus on the filtration bottle and start filtration under vacuum. After filtration is complete, add 100 ml of chloroform. Continue filtration. Add 10 - 20 ml of acetone and filter through the membrane to remove trace amounts of chloroform. Remove the filter from the filtration system and dry it in a vacuum oven. After cooling, weigh the filter and record the weight.

[0286] Calculate the residue percentage (weight residue) in % units by dividing the weight difference between the filter + residue and the filter weight only (= net weight of the residue after filtration) by the weight of the raw material slurry sample and multiplying by 100. Continue the measurement of the residue % by TGA analysis.

[0287] Thermogravimetric analysis (TGA) is performed using the following apparatus and settings: TGA: TA instruments Discovery TGA; pan: sealed aluminum; purge: N2 at 50 ml / min; procedure: heat to 500 °C at 10 °C / min; TGA is connected to a Nicolet Nexus 470 FTIR spectrometer for evolved gases.

[0288] In TGA data analysis, the weight loss between 350 and 500 °C is due to the decomposition of the polymer wall material of the flavor microcapsules and the (burned) flavor compounds that still remain. This weight loss is used for the calculation of the insoluble polymer fraction. At 500 °C, a residue that is the unburned material still exists and should be considered when calculating the insoluble polymer fraction.

[0289] Analytical determination of the core:wall ratio If the inputs of the core and wall materials are not readily available, the core:wall ratio of the encapsulate can be analytically determined using the methods described herein.

[0290] More specifically, the above method enables the determination (by weight) of the amounts of flavor, distribution regulator, and wall material in a flavor capsule composition (e.g., a slurry) and can be used to calculate the core:wall ratio. This is done by dividing the total amount (by weight) of flavor + distribution regulator found in the composition by the amount (by weight) of crosslinked wall material found in the composition.

[0291] Test method for determining logP For each material to be tested (e.g., each PRM in a flavor mixture), the log value (logP) of the octanol / water partition coefficient is calculated. The logP of an individual material (e.g., a PRM) is calculated using the Consensus logP Computational Model, version 14.02 (Linux), available from Advanced Chemistry Development Inc. (ACD / Lab) (Toronto, Canada), and a unitless logP value is obtained. The ACD / Labs Consensus logP Computational Model is part of the ACD / Labs model suite.

[0292] Volume-weighted particle size and particle size distribution The volume-weighted particle size distribution is determined by the single-particle optical sensing (SPOS) method, also known as optical particle counting (OPC), using an AccuSizer 780 AD instrument and the accompanying software CW788 version 1.82 (Particle Sizing Systems, Santa Barbara, California, U.S.A.) or equivalent. The instrument is configured using the following conditions and options: flow rate = 1 ml / sec; small diameter side threshold = 0.50 μm; Sensor Model Number = sensor model number = LE400-05 or equivalent. Auto dilution = on; collection time: 60 seconds; number of channels = 512; fluid volume of the container = 50 ml; maximum simultaneous count = 9200. The measurement is started by flushing with water until the background count is less than 100 and by bringing the sensor to a low temperature state. A sample of the delivery capsules in suspension is introduced, and if necessary, the density of the capsules is adjusted via auto dilution using deionized water so that the count of the capsules is at least 9200 per ml. The suspension is analyzed over 60 seconds. The resulting volume-weighted PSD data is plotted, recorded, and the values of the desired volume-weighted particle sizes (e.g., median / 50th percentile, 5th percentile, and / or 90th percentile) are determined.

[0293] The broadness index can be calculated by determining the diameter of the delivery particles that exceeded 90% of the cumulative particle volume (90% diameter), the particle diameter that exceeded 5% of the cumulative particle volume (5% diameter), and the median volume-weighted particle diameter (50% diameter: 50% of the particle volume above this diameter and 50% of the particle volume below this diameter). Broadness index = ((90% diameter) - (5% diameter)) / 50% diameter.

[0294] Destructive strength test method Three different measurements are made to measure the average breaking strength of the population and / or to determine the delta breaking strength: i) the volume weighted capsule size distribution, ii) the diameters of 10 individual capsules within each of three specified size ranges (and / or 30 individual capsules at the volume weighted particle size median if the average breaking strength is to be determined), and iii) the breaking force of those same 30 individual capsules. a.) Determine the volume weighted capsule size distribution as described above. Plot and record the resulting volume weighted PSD data and determine the median, 5 percentile, and 90 percentile values. b.) The diameters and breaking force values (also known as bursting force values) of the individual capsules are measured via a custom computer controlled micromanipulation instrument system having a lens and camera capable of imaging delivery capsules available at the University of Birmingham, Edgbaston, Birmingham, UK and a thin flat tipped probe connected to a force transducer (such as Model 403A available from Aurora Scientific Inc, Canada) or equivalent: Zhang, Z. et al. (1999) “Mechanical strength of single microcapsules determined by a novel micromanipulation technique.” J. Microencapsulation, vol 16, no.1, pages 117 - 124 and Sun, G. and Zhang, Z. (2001) “Mechanical Properties of Melamine - Formaldehyde microcapsules.” J. Microencapsulation, vol 18, no.5, pages 593 - 602. c.) Place a single drop of the delivery capsule suspension onto a microscope slide and dry for several minutes under ambient conditions to remove water, to obtain a low density monolayer of isolated capsules on the dried slide. Optionally adjust the concentration of the capsules in the suspension to obtain a suitable capsule density on the slide. It may be necessary to prepare more than one slide. d.) Next, place the slide on the sample holding stage of the micromanipulation device. Select 30 beneficial agent delivery capsules on the slide for measurement such that there are 10 capsules selected for each of three predetermined diameter ranges. Each diameter range refers to the diameter of the capsules derived from the volume-weighted PSD generated by the Accusizer. The three diameter ranges of the capsules are the median / 50 percentile diameter + / - 2 μm, the 5 percentile diameter + / - 2 μm, and the 90 percentile diameter + / - 2 μm. Capsules that are shrunken, leaking, or damaged are excluded from the selection process and not measured. i. If sufficient capsules are not available in a particular diameter range + / - 2 μm, the diameter range may be increased to + / - 5 μm. ii. If the average breaking strength of the group is to be determined, 30 (or more) capsules in the median / 50 percentile diameter range may be measured. e.) For each of the 30 selected capsules, measure and record the diameter of the capsule from the image on the micromanipulation instrument. Then, compress the same capsule at a speed of 2 μm / second between two flat surfaces, namely, the force probe of the flat end and the microscope slide glass, to rupture the capsule. During the compression process, continuously measure and record the force of the probe by the data collection system of the micromanipulation instrument. f.) The cross-sectional area is calculated for each of the selected capsules using the measured diameter, assuming a spherical capsule (where r is the radius of the capsule before compression, πr 2) The bursting force is determined for each selected capsule from the recorded force - probe measurements as shown in Zhang, Z., et al. (1999) "Mechanical strength of single microcapsules determined by a novel micromanipulation technique." J. Microencapsulation, vol 16, no.1, pages 117 - 124 and Sun, G. and Zhang, Z. (2001) "Mechanical Properties of Melamine - Formaldehyde microcapsules." J. Microencapsulation, vol 18, no.5, pages 593 - 602. g.) The breaking strength of each of the 30 capsules is calculated by dividing the bursting force (in Newtons) by the calculated cross - sectional area of each capsule. h.) Calculation: The mean breaking strength of the group is determined by averaging the breaking strength values of (at least) 30 capsules in the median / 50 - percentile diameter range.

[0295] The delta breaking strength is calculated as follows.

[0296]

Equation

Examples

[0297] The examples provided below are intended to be illustrative in nature and not limiting.

[0298] Example 1. Exemplary synthesis of delivery particles Exemplary synthesis methods for different delivery particles are provided below. Details of the materials used are provided in Table 1.

[0299]

Table 4

[0300] A. Description of the synthesis method (36 - micron capsules, core - to - wall weight ratio 98:2) In a 1 - L stainless - steel reactor with a water jacket, a premix of 133.12 grams of sesame oil and 10.00 grams of methyl anthranilate (total = 143.12 grams) is added together with 137.45 grams of isopropyl myristate and mixed using a high - shear mixer equipped with a mill blade under a nitrogen atmosphere. The sesame oil contains aldehyde - containing flavor raw materials. After heating the solution to 35°C, 0.33 grams of Vazo67 (initiator) is introduced, and then the entire mixture is heated to 70°C and maintained at that temperature for 45 minutes, after which the system is cooled to 50°C. Immediately upon reaching this temperature, a separately prepared solution containing 63.05 grams of sesame oil, 0.075 grams of CD9055, 0.075 grams of TBAEMA, and 6.23 grams of CN975 is introduced into the reactor, and the entire mixture is mixed at 50°C for 10 minutes. Then, after stopping the stirring, an aqueous phase consisting of 107 grams of an emulsifier (5% solution of PVOH 540), 340.03 grams of RO water, 0.22 grams of V - 501, and 0.21 grams of NaOH (21% solution) is added to the reactor. After the addition of the aqueous phase, grinding is carried out until the particle size is reached. Then, the emulsion is first heated to 75°C and maintained at that temperature for 240 minutes, then heated to 95°C for 360 minutes, and then cooled to 25°C. At that point, the slurry is discharged from the reactor into a container, and a rheology modifier (1.59 grams of xanthan gum) and a preservative (Acticide BWS - 10; 0.61 grams) are added. The rheology modifier is mixed for 30 minutes. The preservative is added last and mixed for 5 - 10 minutes. Then, the completed slurry is characterized and tested as being acceptable.

[0301] Core:Wall weight ratio - sample calculation The core:wall weight ratio is determined by dividing the weight of the total core material inputs (e.g., sesame oil and a partitioning regulator) by the weight of the total wall material inputs (e.g., wall monomers and initiators). Alternatively, the relative percentage of core material in the particle population can be determined by dividing the weight of the total core material inputs by the sum of the total weight of the core material inputs + the total weight of the wall material inputs, and multiplying by 100. The remaining percentage (100-% core) is the relative percentage of wall material, and these numbers can then be expressed as a ratio. Similarly, the relative percentage of wall material in the particle population can be determined by dividing the total weight of the wall material inputs by the sum of the total core material inputs and the total wall material inputs, and multiplying by 100.

[0302] Sample calculations for the "98:2" capsules formed by the examples of this chapter are provided below, where the core includes sesame oil and a partitioning regulator (isopropyl myristate), and the wall includes wall monomers (CN975, CD9055, and TBAEMA) and initiators (Vazo67 and V-501).

[0303]

Number

[0304] Example 2. Encapsulation Efficiency To test the encapsulation efficiency in the presence and absence of the shielding agent according to the present disclosure, several groups of delivery particles are prepared generally according to the method described in Example 1, except as provided below.

[0305] The same fragrance material and partitioning regulator (isopropyl myristate) are used at approximately the same weight ratio (55:45) for each leg of the delivery particles. For some, as shown in Table 2, a shielding agent (methyl anthranilate) is added to the oil phase of the particle preparation method. The core:wall weight ratio of each delivery particle is kept the same. Groups prepared using two different concentrations of free radical initiator are tested. The delivery particles are prepared with an intended / target volume-weighted average particle diameter of about 36 microns.

[0306] The fragrance material contains about 29.7% by weight of an aldehyde-containing fragrance raw material and about 1.6% by weight of a ketone-containing fragrance raw material, and the % by weight is based on the weight of the fragrance material.

[0307] After preparing the particles and encapsulating the fragrance material, each slurry is tested for free (unencapsulated) perfume oil. The results are reported in Table 2 below as a percentage of the total fragrance material provided in the particle preparation method. Larger numbers indicate the presence of relatively more free perfume oil, which indicates a lower efficiency of the encapsulation method. Comparative examples are indicated by an asterisk ( * ).

[0308]

Table 5

[0309] As shown by the data in Table 2, the presence of the masking agent (methyl anthranilate) results in less free perfume oil and a more efficient encapsulation method (e.g., relatively more perfume oil is encapsulated). This effect is particularly pronounced in Leg B compared to Leg A.

[0310] Example 3. Leakage To test the leakage of delivery particles made with and without the masking agent according to the present disclosure, several groups of delivery particles are prepared generally according to the method described in Example 1, except as provided below.

[0311] The same fragrance material and dispensing regulator (isopropyl myristate) are used at the same weight ratio (55:45) for each leg of the delivery particles. For some, as shown in Table 3, a masking agent (methyl anthranilate) is added to the oil phase of the particle preparation method. The core:wall weight ratio of each delivery particle is kept the same. A group prepared using two different concentrations of free radical initiator is tested. The delivery particles are prepared with an intended / target volume weighted average particle diameter of about 36 microns.

[0312] The fragrance material contains about 29.7 wt% aldehyde-containing fragrance raw material and about 1.6 wt% ketone-containing fragrance raw material, where wt% is based on the weight of the fragrance material.

[0313] To test for particle leakage, a group of delivery particles is provided to a heavy duty liquid (HDL) laundry detergent. The product is aged at 35 °C for 1 week. After storage, the product is tested to determine the percentage of encapsulated fragrance material leakage. The comparative examples are indicated by an asterisk ( * ).

[0314]

Table 6

[0315] As shown from the data in Table 3, the presence of the masking agent (methyl anthranilate) during the particle preparation method results in less leakage in HDL detergent consumer products, suggesting that the polymer wall is more robust. Less leakage is particularly pronounced in leg F compared to leg E.

[0316] Example 4. Effects of certain fragrances, masking agents, and initiators The following examples further illustrate the relative effect of encapsulating a particular fragrance in particles having a high core:wall weight ratio, as well as the effect of the screening agent and initiator.

[0317] Part A. A particular fragrance and core:wall ratio Two different fragrance materials are encapsulated (in combination with isopropyl myristate) in delivery particles having the same wall chemistry (generally according to the method described in Example 1), but different core:weight ratios.

[0318] Fragrance 1 contains approximately 17% aldehyde-containing fragrance raw material and approximately 0.2% ketone-containing fragrance raw material. Fragrance 2 contains approximately 29.7% aldehyde-containing fragrance raw material and approximately 4.2% ketone-containing raw material.

[0319] The delivery particles are provided to samples of a heavy-duty laundry (HDL) detergent, stored at 35 °C for one week, and then tested for leakage. The results are provided in Table 4A below. Note that the batch for Leg J was prepared on a 600 g scale (i.e., batch size), while the other legs were prepared on a 3 kg scale.

[0320] [Table 7]

[0321] As shown in Table 4A, delivery particles having a relatively high core:wall weight ratio (e.g., 98:2) tend to leak more in HDL products than delivery particles having a relatively lower ratio (e.g., 90:10). In addition, encapsulated fragrances having a relatively large amount of aldehyde and / or ketone (e.g., Fragrance 2) are associated with a relatively higher leakage rate. Thus, as shown in Table 4A, delivery particles having a high core:wall weight ratio, and relatively large amounts of aldehyde and ketone benefit agents (e.g., fragrances) are particularly likely to leak.

[0322] Part B. Effect of the screening agent To demonstrate the effect of the shielding agent, two groups of delivery particles are created by encapsulating flavor 2 (generally according to Example 1). For one of the groups, the shielding agent (methyl anthranilate) is added to the essential oil to be encapsulated. The delivery particles are characterized by a core:wall weight ratio of approximately 98:2 and are made with a free radical initiator concentration of approximately 32 wt% in the polymer wall.

[0323] The resulting groups are tested for leakage in free essential oil and in the HDL product after 1 week at 35 °C, and ranked for effective monomer use in constructing the particle wall. The results are shown in Table 4B.

[0324]

Table 8

[0325] As shown in Table 4B, the addition of the shielding agent (methyl anthranilate) can improve the encapsulation and performance of the resulting delivery particles.

[0326] Part C. Effect of shielding agent and initiator In the following experiment (production scale = 200 kg), dimethyl anthranilate is used as the shielding agent (legs P and Q). Further, the initiator concentration varies across the legs.

[0327]

Table 9

[0328] As shown in Table 4C, dimethyl anthranilate (see leg P) can be used as an effective shielding agent that provides encapsulation and performance benefits. As further shown in leg Q, the encapsulation and performance can be further improved by adding additional initiator in multiple portions.

[0329] The initiator can be added first before emulsification, and additional aliquots can be added after emulsification. It has been found that, compared to a baseline of 1 to 3 times the amount of the initiator, further portions (1 to 9 times) of the initiator addition in further steps during the encapsulation method result in an even more robust wall and can further reduce leakage. The further portions in the further addition steps are envisioned to be added in one or more further addition steps.

[0330] This is seen in leg Q where the additional portion of the initiator is added after emulsification, and this second addition has been found to further cure the capsules and improve the overall performance of the capsules such as robustness.

[0331] Example 5. Exemplary formulation - Liquid fabric improver Table 5 shows an exemplary formulation of the composition according to the present disclosure. Specifically, the following composition is a liquid fabric improver product.

[0332]

Table 10

[0333] Example 6. Exemplary formulation - laundry additive particles Table 6 shows an exemplary formulation of the composition according to the present disclosure. Specifically, the following composition is laundry additive particles in the form of pastilles or "beads", for example, a commercially available product sold as DOWNY UNSTOPABLES™.

[0334] [Table 11] 1 PLURIOL E8000 (ex BASF) 2 Esterification product of (C16-18 and C18 unsaturated) fatty acids with triethanolamine, quaternized with dimethyl sulfate (REWOQUAT WE 18, ex Evonik) 3 Cationic modified hydroxyethyl cellulose 4 Fragrance delivery particles according to the present disclosure, i.e., the group formed in Example 1 above. The % provided is the amount of aqueous slurry provided to the composition, and the slurry contains about 45 wt% delivery particles (core + shell).

[0335] The dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Instead, unless otherwise expressly stated, each such dimension is intended to mean both the recited value and the functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm".

[0336] All documents cited herein, including any patents or applications that are incorporated by reference or related to each other, and any patent application or patent for which this application claims priority or the benefit thereof, are incorporated herein by reference in their entirety, unless expressly excluded or otherwise limited. The citation of any document is not to be construed as an admission that it is prior art with respect to any invention disclosed or claimed herein, or that it alone, or in combination with any other reference(s), teaches, suggests, or discloses any such invention. Further, if any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition given to the term in this document shall apply.

[0337] Although specific embodiments of the invention have been illustrated and described, it will be apparent to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. Accordingly, all such changes and modifications that fall within the scope of the invention are intended to be covered by the appended claims.

Claims

1. 1. A consumer product composition comprising: Consumer product supplements; a population of delivery particles; the delivery particle comprises a core material and a polymer wall surrounding the core material; a weight ratio of said core material to said polymer wall is at least 95:5; the polymer wall comprises a wall polymer obtainable from a wall-forming material; the wall-forming material comprises a structural monomer and a free radical initiator; the core material comprises a benefit agent and a screening agent; the benefit agent comprises an aldehyde-containing benefit agent, a ketone-containing benefit agent, or a combination thereof; A consumer product composition, wherein the screening agent is capable of forming a complex with the aldehyde-containing benefit agent, the ketone-containing benefit agent, or a combination thereof.

2. a weight ratio of said core material to said polymeric wall of at least 96:4; 2. The consumer product composition of claim 1, preferably at least 97:3, more preferably at least 97.5:2.5, even more preferably at least 98:

2.

3. 3. A consumer product composition according to claim 1 or 2, wherein said structural monomer is present at a level of at least 50%, preferably at least 60%, preferably at least 70%, more preferably at least 80% by weight of said wall forming material.

4. the structural monomer comprises a (meth)acrylate monomer; 4. The consumer product composition of any one of claims 1 to 3, preferably wherein the (meth)acrylate monomer comprises a multifunctional (meth)acrylate monomer having at least three, preferably at least four, at least five, or even at least six radically polymerizable functional groups, with the proviso that at least one, more preferably at least three of the radically polymerizable groups are acrylate or methacrylate.

5. the free radical initiator is a material selected from the group consisting of peroxy initiators, azo initiators, and combinations thereof; Preferably, the peroxide, dialkyl peroxide, alkyl peroxide, peroxy ester, peroxy carbonate, peroxy ketone, peroxy dicarbonate, 2,2'-azobis(isobutyl nitrile), 2,2'-azobis(2,4-dimethyl pentane nitrile), 2,2'-azobis(2,4-dimethyl valeronitrile), 2,2'-azobis(2-methyl propane nitrile), 2,2'-azobis(2-methyl butyronitrile), 1,1'-azobis(cyclohexyl ether), 1,1'-azobis(cyclohexane nitrile ... xancarbonitrile), 1,1'-azobis(cyanocyclohexane), benzoyl peroxide, decanoyl peroxide, lauroyl peroxide, di(n-propyl)peroxydicarbonate, di(sec-butyl)peroxydicarbonate, di-(2-ethylhexyl)peroxydicarbonate, 1,1-dimethyl-3-hydroxybutylperoxyneodecanoate, a-cumylperoxyneoheptanoate, t-amylperoxyneodecanoate, t-butylperoxyneodecanoate, peroxy neodecanoate, t-amyl peroxy pivalate, t-butyl peroxy pivalate, 2,5-dimethyl 2,5-di(2-ethylhexanoylperoxy)hexane, t-amyl peroxy 2-ethyl-hexanoate, t-butyl peroxy 2-ethylhexanoate, t-butyl peroxy acetate, di-t-amyl peroxy acetate, t-butyl peroxide, di-t-amyl peroxide, 2,5-dimethyl-2,5-di(t-butylperoxy)hexane selected from the group consisting of syn-3, cumene hydroperoxide, 1,1-di-(t-butylperoxy)-3,3,5-trimethyl-cyclohexane, 1,1-di-(t-butylperoxy)-cyclohexane, 1,1-di-(t-amylperoxy)-cyclohexane, ethyl-3,3-di-(t-butylperoxy)-butyrate, t-amyl perbenzoate, t-butyl perbenzoate, ethyl 3,3-di-(t-amylperoxy)-butyrate, and combinations thereof; More preferably, the consumer product composition according to any one of claims 1 to 4 comprises at least one free radical initiator selected from the group consisting of 4,4'-azobis(4-cyanovaleric acid), 1,1'-azobis(cyclohexanecarbonitrile), 2,2'-azobis(2-methylbutyronitrile), and combinations thereof.

6. the benefit agent comprises a perfume raw material; 6. A consumer product composition according to any one of claims 1 to 5, wherein preferably said perfume raw material comprises at least about 20%, preferably at least about 25%, more preferably at least about 30%, more preferably at least about 40%, and even more preferably at least about 50% by weight of said perfume raw material of an aldehyde-containing perfume raw material, a ketone-containing raw material, or a mixture thereof.

7. The shielding agent is amine-containing compounds, Silicon-containing compounds, sulfur-containing compounds, a material which, when reacted with said aldehyde-containing benefit agent, said ketone-containing benefit agent, or mixtures thereof, forms an alkylidene-containing compound according to formula (I), wherein the moieties and subscripts are as described herein; 【Chemistry 1】 7. The consumer product composition of any one of claims 1 to 6, wherein the composition is selected from the group consisting of: and mixtures thereof.

8. The shielding agent is an amine-containing compound, A consumer product composition according to any one of claims 1 to 7, wherein the amine-containing compound is preferably selected from the group consisting of methyl anthranilate, dimethyl anthranilate, and mixtures thereof.

9. 9. A consumer product composition according to any one of the preceding claims, wherein the screening agent is present at a level of at least about 1%, preferably at least about 3%, more preferably at least about 5% by weight of the benefit agent.

10. 10. The consumer product composition of any one of claims 1 to 9, wherein at least a portion of the aldehyde-containing benefit agent and / or ketone-containing benefit agent is present in the form of a complex with at least a portion of the screening agent, preferably the complex is a covalently bonded compound.

11. 11. The consumer product of any one of claims 1 to 10, wherein the core material further comprises a partitioning modifier, preferably the partitioning modifier is present in a concentration of about 5% to about 55% by weight of the core material, more preferably the partitioning modifier is selected from the group consisting of isopropyl myristate, vegetable oils, modified vegetable oils, mono-, di-, and tri-esters of C4 to C24 fatty acids, dodecanophenone, lauryl laurate, methyl behenate, methyl laurate, methyl palmitate, methyl stearate, and mixtures thereof, even more preferably the partitioning modifier is isopropyl myristate.

12. 12. A consumer product composition according to any one of claims 1 to 11, wherein said core / wall delivery particle is obtainable by a process comprising the step of combining said benefit agent and said shielding agent prior to combining said benefit agent and said shielding agent with a wall forming material.

13. 13. The consumer product composition of any one of claims 1 to 12, wherein the delivery particles are characterized by a volume weighted median particle size of from about 10 to about 100 microns, preferably from about 15 to about 60 microns, more preferably from about 20 to about 50 microns, and even more preferably from about 30 to about 40 microns.

14. the composition is a fabric care composition, a hard surface cleaning composition, a dish care composition, a hair care composition, a body cleansing composition, or a mixture thereof; 14. The consumer product composition according to any one of claims 1 to 13, which is preferably a fabric care composition, preferably a fabric care composition which is a laundry detergent composition, a fabric conditioning composition, a laundry additive, a fabric pre-treatment composition, a fabric refresher composition, or a mixture thereof.

15. A method for treating a surface, comprising applying a consumer product composition according to any one of claims 1 to 14 and said surface, Optionally, the method comprises contacting in the presence of water.

Images